GIST acetyl light
PT and GIST acetyl light
O-acetyl
14730666
PubMed PMID
15350136
PubMed PMID
AA0055
RESID
IonSource acetylation tutorial
Misc. URL
http://www.ionsource.com/Card/acetylation/acetylation.htm
Chemical Reagents for Protein Modification 3rd edition, pp 215-221, Roger L. Lundblad, CRC Press, New York, N.Y., 2005
Book
11999733
PubMed PMID
AA0043
RESID
AA0044
RESID
AA0354
RESID
AA0045
RESID
AA0056
RESID
AA0046
RESID
AA0051
RESID
AA0052
RESID
AA0364
RESID
AA0041
RESID
AA0049
RESID
AA0048
RESID
AA0047
RESID
12175151
PubMed PMID
11857757
PubMed PMID
AA0042
RESID
AA0050
RESID
AA0053
RESID
AA0054
RESID
ACET
FindMod
PNAS 2006 103: 18574-18579
Journal
https://doi.org/10.1073/pnas.0608995103
MS/MS experiments of mass spectrometric c-ions (MS^3) can be used for protein identification by library searching. T3-sequencing is such a technique (see reference). Search engines must recognize this as a virtual modification.
Top-Down sequencing c-type fragment ion
AA0088
RESID
AA0087
RESID
AA0086
RESID
AA0085
RESID
AA0084
RESID
AA0083
RESID
AA0082
RESID
AA0081
RESID
AA0089
RESID
AA0090
RESID
AA0091
RESID
AA0092
RESID
AA0093
RESID
AA0094
RESID
AA0095
RESID
AA0096
RESID
AA0097
RESID
AA0098
RESID
AA0099
RESID
AA0100
RESID
AMID
FindMod
14588022
PubMed PMID
AA0117
RESID
BIOT
FindMod
Carboxyamidomethylation
12422359
PubMed PMID
Boja, E. S., Fales, H. M., Anal. Chem. 73 3576-82 (2001)
Journal
11510821
PubMed PMID
Creasy, D. M., Cottrell, J. S., Proteomics 2 1426-34 (2002)
Journal
12203680
PubMed PMID
Stark; Modification of proteins with cyanate. Meth Enz 25B, 579-584 (1972)
Journal
AA0343
RESID
10978403
PubMed PMID
AA0332
RESID
Smyth; Carbamylation of amino and tyrosine hydroxyl groups. J Biol Chem 242, 1579-1591 (1967)
Journal
IonSource carbamylation tutorial
Misc. URL
http://www.ionsource.com/Card/carbam/carbam.htm
Carbamylation is an irreversible process of non-enzymatic modification of proteins by the breakdown products of urea isocyanic acid reacts with the N-term of a proteine or side chains of lysine and arginine residues
Hydroxylethanone
Carboxymethylation
Protein which is post-translationally modified by the de-imination of one or more arginine residues; Peptidylarginine deiminase (PAD) converts protein bound to citrulline
Convertion of glycosylated asparagine residues upon deglycosylation with PNGase F in H2O
phenyllactyl from N-term Phe
Citrullination
FLAC
FindMod
AA0128
RESID
CITR
FindMod
IonSource tutorial
Misc. URL
http://www.ionsource.com/Card/Deamidation/deamidation.htm
AA0214
RESID
6838602
PubMed PMID
15700232
PubMed PMID
DEAM
FindMod
10504701
PubMed PMID
Gygi S.P., et. al. Nat Biotechnol. 1999 Oct;17(10):994-9
Journal
10504701
PubMed PMID
Gygi S.P., et. al. Nat Biotechnol. 1999 Oct;17(10):994-9
Journal
Cyanogen bromide (CNBr) cleavage converts the C-term Met to either homoserine or homoserine lactone, depending on pH.
Donald Voet, Judith G. Voet (1995): Biochemistry; p 115
Book
Cyanogen bromide (CNBr) cleavage converts the C-term Met to either homoserine or homoserine lactone, depending on pH.
Structure
Misc. URL
http://www.chemsoc.org/exemplarchem/entries/2002/proteomics/images/icat_reagent.gif
Molecular & Cellular Proteomics 2:428-442, 2003
Journal
http://www.mcponline.org/cgi/content/full/2/7/428
Structure
Misc. URL
http://www.chemsoc.org/exemplarchem/entries/2002/proteomics/images/icat_reagent.gif
Molecular & Cellular Proteomics 2:428-442, 2003
Journal
http://www.mcponline.org/cgi/content/full/2/7/428
Dimethylacrylamide, DMA
Krutzsch and Inman, Analytical Biochemistry, 209, 109-116, (1993)
Journal
Galvani et.al. (2000) Electrophoresis vol 22 p2046-p2074
Journal
8465942
PubMed PMID
11465505
PubMed PMID
Pierce EZ-Link PEO-Iodoacetyl Biotin
12038753
PubMed PMID
J. Biol. Chem., Vol. 278, Issue 7, 4500-4509, February 14, 2003
Journal
http://www.jbc.org/cgi/content/full/278/7/4500#F1
15253424
PubMed PMID
Rare
Rare
Rare
Usually don't see beta elimination of phosphate
from ProteinPilot
PHOS
FindMod
AA0034
RESID
AA0222
RESID
AA0039
RESID
AA0038
RESID
AA0033
RESID
AA0037
RESID
IonSource
Misc. URL
http://www.ionsource.com/Card/phos/phos.htm
AA0036
RESID
AA0035
RESID
Protein which is posttranslationally modified by the attachment of at least one phosphate group usually on serine, threonine or tyrosine residues, but also on aspartic acid or histidine residues.
beta-elimination
beta-elimination
beta-elimination
Pyro-carboxymethyl as a delta from Carboxymethyl-Cys
didehydroalanine
C-terminal imide
Prompt loss of phosphate from phosphorylated residue
D-Succinimide
DHAS
FindMod
AA0303
RESID
AA0302
RESID
AA0181
RESID
AA0182
RESID
DHB
FindMod
C.-H. Feng, C.-Y. Lu, Analytica Chimica Acta 684 (2011) 80–86
Journal
https://doi.org/10.1016/j.aca.2010.10.042
9276974
PubMed PMID
Carboxymethyl-Cys cyclization (N-terminus)
Carbamidomethyl-Cys cyclization (N-terminus)
12643538
PubMed PMID
J. Proteome Res. 1, 181-187 (2002)
Journal
Cyclisation of N-term Carbamidomethyl-Cys or Carboxymethyl-Cys. The delta is relative to Cys. For a delta relative to alkylated Cys, see Ammonia-loss and Dehydrated.
AA0031
RESID
Miller et.al. Arch. Biochem. Biophy. (1993) 301, 41-52.
Journal
8442665
PubMed PMID
PYRE
FindMod
AA0031
RESID
PYRR
FindMod
10446193
PubMed PMID
Sherman, N. E., Yates, N. A., Shabanowitz, J., Hunt, D. F., Jeffery, W. A., Bartlet-Jones, M., and Pappin, D. J. C. (1995) Proceedings of the 43rd ASMS Conference on Mass Spectrometry and Allied Topics, May 21-26, 1995, Atlanta, GA
Journal
Proton replaced by sodium cation
11760118
PubMed PMID
methyl ester
AA0105
RESID
11875433
PubMed PMID
AA0072
RESID
AA0299
RESID
AA0337
RESID
AA0317
RESID
AA0273
RESID
AA0234
RESID
AA0073
RESID
AA0070
RESID
AA0071
RESID
AA0076
RESID
AA0272
RESID
AA0305
RESID
AA0336
RESID
AA0069
RESID
AA0065
RESID
AA0063
RESID
AA0061
RESID
AA0064
RESID
AA0338
RESID
AA0318
RESID
METH
FindMod
Identification and Validation of Eukaryotic Aspartate and Glutamate Methylation in Proteins
Misc. URL
http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=2921173&tool=pmcentrez&rendertype=abstract
Cysteine sulfenic acid
Proline oxidation to glutamic semialdehyde
Hydroxyglycine derivative in amidation pathway
AA0235
RESID
AA0027
RESID
11461766
PubMed PMID
AA0028
RESID
9004526
PubMed PMID
AA0030
RESID
AA0029
RESID
Lagerwerf FM, van de Weert M, Heerma W, Haverkamp J, Rapid Commun Mass Spectrom. 1996;10(15):1905-10
Journal
AA0215
RESID
AA0205
RESID
15569593
PubMed PMID
Berlett, Barbara S.; Stadtman, Earl R. Journal of Biological Chemistry (1997), 272(33), 20313-20316.
Journal
AA0026
RESID
14661084
PubMed PMID
CSEA
FindMod
DOPA
FindMod
11120890
PubMed PMID
11212008
PubMed PMID
AA0322
RESID
HYDR
FindMod
AA0146
RESID
14661085
PubMed PMID
12781462
PubMed PMID
2057999
PubMed PMID
When dimethyl labelling is pre-digest
DIMETH
FindMod
AA0311
RESID
AA0068
RESID
14570711
PubMed PMID
AA0067
RESID
12964758
PubMed PMID
AA0075
RESID
AA0066
RESID
TRIMETH
FindMod
AA0062
RESID
AA0074
RESID
12590383
PubMed PMID
Zhang, K. et al. 2004. Differentiation between peptides containing acetylated or tri-methylated lysines by mass spectrometry: an application for determining lysine 9 acetylation and methylation of histone H3. Proteomics 4:1-10.
Journal
Explanation of why RESID gives the delta as 43 Da
Misc. URL
http://pir.georgetown.edu/resid/faq.shtml#q12
Role of arginine and its methylated derivatives in cancer biology and treatment
Misc. URL
http://www.cancerci.com/content/1/1/3
J. Hirota et. al., Rapid Commun. Mass Spectrom., 17 371-6 (2003)
Journal
Methyl methanethiosulfonate
MMTS
J. A. Kowalak and K. A. Walsh, Protein Science (1996) 5: 1625-1632
Journal
AA0320
RESID
8844851
PubMed PMID
TRC data sheet
Misc. URL
http://www.trc-canada.com/white_papers.lasso
AA0232
RESID
Applied Biosystems iTRAQ(TM) Reagents Chemistry Reference Guide Part Number 4351918 Rev. A
Misc. URL
http://docs.appliedbiosystems.com/pebiodocs/04351918.pdf
AA0101
RESID
BMTH
FindMod
Because the modification is quantitatively lost on CID, site assigment is not possible when there is a choice of sites
Because the modification is quantitatively lost on CID, site assigment is not possible when there is a choice of sites
Because the modification is quantitatively lost on CID, site assigment is not possible when there is a choice of sites
Sulfitolysis
AA0172
RESID
14752058
PubMed PMID
AA0362
RESID
Medzihradszky et al., Mol. Cell. Proteomics 2004, 3, 429-440
Journal
SULF
FindMod
AA0171
RESID
AA0361
RESID
glycation
glycation
Mannose
Galactose
Glucose
Fructose
CMAN
FindMod
AA0217
RESID
AA0327
RESID
AA0157
RESID
AA0152
RESID
15279557
PubMed PMID
GLUC
FindMod
PDOC00168
Prosite
AA0118
RESID
LIPY
FindMod
3522581
PubMed PMID
This group is normally a substituent on N6 of a lysine residue of an enzyme or other protein
3086323
PubMed PMID
AA0155
RESID
GLCN
FindMod
AA0151
RESID
AA0154
RESID
The amine derivative of a hexose formed by replacing a hydroxyl group with an amino group.(+acetyl group)
15609361
PubMed PMID
AA0102
RESID
FARN
FindMod
PDOC00008
Prosite
AA0059
RESID
AA0307
RESID
AA0078
RESID
MYRI
FindMod
Biochemistry; D.Voet and J.G.Voet WILEY(p728)
Book
AA0119
RESID
PLP
FindMod
The co-enzyme derivative of vitamin B6. Forms Schiff\'s bases of substrate amino acids during catalysis of transamination, decarboxylation and racemisation reactions.
AA0080
RESID
AA0079
RESID
AA0106
RESID
AA0077
RESID
PALM
FindMod
AA0339
RESID
AA0060
RESID
Palmitoylation is a post-translational modification that consists in the addition of a 16 carbons fatty acid, palmitate, to a cysteine residue through the creation of a thioester link.
AA0104
RESID
15609361
PubMed PMID
GERA
FindMod
AA0150
RESID
PPAN
FindMod
Protein which contains at least one phosphopantetheine as the prosthetic group. In acyl carrier proteins (ACP) for example, it serves as a \'swinging arm\' for the attachment of activated fatty acid and amino-acid groups.
AA0143
RESID
Structure
Misc. URL
http://www.aw-bc.com/mathews/EF/FAD.GIF
AA0144
RESID
AA0145
RESID
AA0221
RESID
FAD
FindMod
10356335
PubMed PMID
homoarginine
11821862
PubMed PMID
ASMS 2001 abstract
Misc. URL
http://www.indiana.edu/~reillyjp/ASMS2001posters/beardsley_poster.pdf
11078590
PubMed PMID
11085420
PubMed PMID
Anal. Biochem. 287, p110-117, 2000
Journal
Specific for sidechain of lysine. Does not modify the N-termini except for glycine at a slower rate than the side chain of lysine.
GFAP from human brain tissues
GFAP from human brain tissues
11327326
PubMed PMID
Poli G, Schaur RJ., IUBMB Life 2000 Oct-Nov;50(4-5):315-21
Journal
A lipid-type modification. HNE forms a Michael addition product on Cysteine, Histidine and Lysines. Unusually, it doesn\'t replace a hydrogen on the amino acid side chain.
glucuronosyl
AA0058
RESID
Lin, T.S. Kolattukudy, P.E., Eur. J. Biochem. 106, 341-351, 1980
Journal
AA0291
RESID
7398618
PubMed PMID
The addition of a sugar unit to a protein amino acid, e.g. the addition of glycan chains to proteins. Addition of glucuronic acid. Observed for N-term G
3083866
PubMed PMID
8344916
PubMed PMID
AA0229
RESID
GLUT
FindMod
N-trideuteriumacetoxy
11857757
PubMed PMID
11999733
PubMed PMID
12175151
PubMed PMID
Controlling Deuterium isotope effects in comparative proteomics. Zhang, Roujian; Sioma, Cathy S.; Thompson, Robert A.; Xiong, Li; Regnier, Fred E.. Department of Chemistry, Purdue University, West Lafayette, IN, USA. Analytical Chemistry (2
Journal
Global internal standard technology for comparative proteomics. Chakraborty, Asish; Regnier, Fred E.. Department of Chemistry, Purdue University, West Lafayette, IN, USA. Journal of Chromatography, A (2002), 949(1-2), 173-184.
Journal
Comparative proteomics based on stable isotope labeling and affinity selection. Regnier, Fred E.; Riggs, Larry; Zhang, Roujian; Xiong, Li; Liu, Peiran; Chakraborty, Asish; Seeley, Erin; Sioma, Cathy; Thompson, Robert A. Department of Chemistry, Pu
Journal
Comparative proteomics based on stable isotope labeling and affinity selection. Regnier, Fred E.; Riggs, Larry; Zhang, Roujian; Xiong, Li; Liu, Peiran; Chakraborty, Asish; Seeley, Erin; Sioma, Cathy; Thompson, Robert A. Department of Chemistry, Pu
Journal
12175151
PubMed PMID
11999733
PubMed PMID
11857757
PubMed PMID
Global internal standard technology for comparative proteomics. Chakraborty, Asish; Regnier, Fred E.. Department of Chemistry, Purdue University, West Lafayette, IN, USA. Journal of Chromatography, A (2002), 949(1-2), 173-184.
Journal
Controlling Deuterium isotope effects in comparative proteomics. Zhang, Roujian; Sioma, Cathy S.; Thompson, Robert A.; Xiong, Li; Regnier, Fred E.. Department of Chemistry, Purdue University, West Lafayette, IN, USA. Analytical Chemistry (2
Journal
Comparative proteomics based on stable isotope labeling and affinity selection. Regnier, Fred E.; Riggs, Larry; Zhang, Roujian; Xiong, Li; Liu, Peiran; Chakraborty, Asish; Seeley, Erin; Sioma, Cathy; Thompson, Robert A. Department of Chemistry, Pu
Journal
Global internal standard technology for comparative proteomics. Chakraborty, Asish; Regnier, Fred E.. Department of Chemistry, Purdue University, West Lafayette, IN, USA. Journal of Chromatography, A (2002), 949(1-2), 173-184.
Journal
Controlling Deuterium isotope effects in comparative proteomics. Zhang, Roujian; Sioma, Cathy S.; Thompson, Robert A.; Xiong, Li; Regnier, Fred E.. Department of Chemistry, Purdue University, West Lafayette, IN, USA. Analytical Chemistry (2
Journal
11857757
PubMed PMID
12175151
PubMed PMID
11999733
PubMed PMID
N-(4-trimethylammoniumbutanoxy)-NHS
Comparative proteomics based on stable isotope labeling and affinity selection. Regnier, Fred E.; Riggs, Larry; Zhang, Roujian; Xiong, Li; Liu, Peiran; Chakraborty, Asish; Seeley, Erin; Sioma, Cathy; Thompson, Robert A. Department of Chemistry, Pu
Journal
11857757
PubMed PMID
Comparative proteomics based on stable isotope labeling and affinity selection. Regnier, Fred E.; Riggs, Larry; Zhang, Roujian; Xiong, Li; Liu, Peiran; Chakraborty, Asish; Seeley, Erin; Sioma, Cathy; Thompson, Robert A. Department of Chemistry, Pu
Journal
11857757
PubMed PMID
Comparative proteomics based on stable isotope labeling and affinity selection. Regnier, Fred E.; Riggs, Larry; Zhang, Roujian; Xiong, Li; Liu, Peiran; Chakraborty, Asish; Seeley, Erin; Sioma, Cathy; Thompson, Robert A. Department of Chemistry, Pu
Journal
11857757
PubMed PMID
Comparative proteomics based on stable isotope labeling and affinity selection. Regnier, Fred E.; Riggs, Larry; Zhang, Roujian; Xiong, Li; Liu, Peiran; Chakraborty, Asish; Seeley, Erin; Sioma, Cathy; Thompson, Robert A. Department of Chemistry, Pu
Journal
11857757
PubMed PMID
Controlling Deuterium isotope effects in comparative proteomics. Zhang, Roujian; Sioma, Cathy S.; Thompson, Robert A.; Xiong, Li; Regnier, Fred E.. Department of Chemistry, Purdue University, West Lafayette, IN, USA. Analytical Chemistry (2
Journal
Comparative proteomics based on stable isotope labeling and affinity selection. Regnier, Fred E.; Riggs, Larry; Zhang, Roujian; Xiong, Li; Liu, Peiran; Chakraborty, Asish; Seeley, Erin; Sioma, Cathy; Thompson, Robert A. Department of Chemistry, Pu
Journal
12175151
PubMed PMID
11857757
PubMed PMID
AA0130
RESID
Controlling Deuterium isotope effects in comparative proteomics. Zhang, Roujian; Sioma, Cathy S.; Thompson, Robert A.; Xiong, Li; Regnier, Fred E.. Department of Chemistry, Purdue University, West Lafayette, IN, USA. Analytical Chemistry (2
Journal
Comparative proteomics based on stable isotope labeling and affinity selection. Regnier, Fred E.; Riggs, Larry; Zhang, Roujian; Xiong, Li; Liu, Peiran; Chakraborty, Asish; Seeley, Erin; Sioma, Cathy; Thompson, Robert A. Department of Chemistry, Pu
Journal
11857757
PubMed PMID
12175151
PubMed PMID
Controlling Deuterium isotope effects in comparative proteomics. Zhang, Roujian; Sioma, Cathy S.; Thompson, Robert A.; Xiong, Li; Regnier, Fred E.. Department of Chemistry, Purdue University, West Lafayette, IN, USA. Analytical Chemistry (2
Journal
Comparative proteomics based on stable isotope labeling and affinity selection. Regnier, Fred E.; Riggs, Larry; Zhang, Roujian; Xiong, Li; Liu, Peiran; Chakraborty, Asish; Seeley, Erin; Sioma, Cathy; Thompson, Robert A. Department of Chemistry, Pu
Journal
11857757
PubMed PMID
12175151
PubMed PMID
http://www.piercenet.com/Proteomics/browse.cfm?fldID=84EBE112-F871-4CA5-807F-47327153CFCB
Misc. URL
15174056
PubMed PMID
Yoo, Byoung-Sam; Regnier, Fred E. Electrophoresis (2004), 25(9), 1334-1341
Journal
Berlett, Barbara S.; Stadtman, Earl R. Journal of Biological Chemistry (1997), 272(33), 20313-20316.
Journal
9252331
PubMed PMID
10717661
PubMed PMID
Could also be classed as chemical derivative
histidine oxidation to aspargine
Berlett, Barbara S.; Stadtman, Earl R. Journal of Biological Chemistry (1997), 272(33), 20313-20316.
Journal
9252331
PubMed PMID
Could also be classed as chemical derivative
histidine oxidation to aspartic acid
Berlett, Barbara S.; Stadtman, Earl R. Journal of Biological Chemistry (1997), 272(33), 20313-20316.
Journal
9252331
PubMed PMID
Berlett, Barbara S.; Stadtman, Earl R. Journal of Biological Chemistry (1997), 272(33), 20313-20316.
Journal
Degradation of the amino acids Isoleucine, Leucine and Tryptophan
Misc. URL
http://www.lbqp.unb.br/bioq/htm/aulas2D/deg_aa_ile_leu_trp.htm?reload_coolmenus
9252331
PubMed PMID
Reduction of Schiff base formed between K amino group and acetaldehyde
11212008
PubMed PMID
Arginine oxidation to gamma-glutamyl semialdehyde
Berlett, Barbara S.; Stadtman, Earl R. Journal of Biological Chemistry (1997), 272(33), 20313-20316.
Journal
Jesus Requena, Chien-Chung Chao, Rodney L. Levine, and Earl R. Stadtman, Glutamic and aminoadipic semialdehydes are the main carbonyl products of metal-catalyzed oxidation of proteins, PNAS 98 69-74 (2001)
Journal
http://www.pnas.org/cgi/content/full/98/1/69
9252331
PubMed PMID
1680314
PubMed PMID
9252331
PubMed PMID
Berlett, Barbara S.; Stadtman, Earl R. Journal of Biological Chemistry (1997), 272(33), 20313-20316.
Journal
14678012
PubMed PMID
9750125
PubMed PMID
Poster abstract P-48
Misc. URL
http://www.wzw.tum.de/proteomik/forum2003/Posters-Abstracts.pdf
Poster abstract P-48
Misc. URL
http://www.wzw.tum.de/proteomik/forum2003/Posters-Abstracts.pdf
N-biotinyl-6-aminohexanoyl
Patricelli et al. (2007). Functional Interrogation of the Kinome Using Nucleotide Acyl Phosphates. Biochemistry, 46, 350-358.
Misc. URL
http://pubs.acs.org/doi/abs/10.1021/bi062142x
Introduction to Protein Labeling
Misc. URL
http://www.piercenet.com/Proteomics/browse.cfm?fldID=84EBE112-F871-4CA5-807F-47327153CFCB
EZ-Link Sulfo-NHS-Biotin Reagents
Misc. URL
http://www.piercenet.com/Products/Browse.cfm?fldID=8D38BA83-EFDC-421A-853F-E96EBA380612
EZ-Link Maleimide PEOn-Biotin (n = 2 and 11)
Misc. URL
http://www.piercenet.com/Products/Browse.cfm?fldID=01031005
2-methoxy-4,5-dihydro-1H-imidazole derivative
Lys imidazole
11746907
PubMed PMID
Rapid Communications in Mass Spectrometry, Volume 15, Issue 24 , Pages 2387 - 2392
Journal
https://doi.org/10.1002/rcm.517
Agilent Lys Tag 4H Reagent Kit
Misc. URL
http://www.chem.agilent.com/cag/lystag.asp
Poster: Kelly Zhang, Gordon Nicol, Nina Zolotarjova, Cory Szafranski, Jerome Bailey, Liang-Sheng Yang, and Barry Boyes
Misc. URL
http://www.chem.agilent.com/cag/other/IMTHUPO2003.pdf
2-methoxy-4,5-dihydro-1H-imidazole derivative
Rapid Communications in Mass Spectrometry, Volume 15, Issue 24 , Pages 2387 - 2392
Journal
https://doi.org/10.1002/rcm.517
Agilent Lys Tag 4H Reagent Kit
Misc. URL
http://www.chem.agilent.com/cag/lystag.asp
11746907
PubMed PMID
Poster: Kelly Zhang, Gordon Nicol, Nina Zolotarjova, Cory Szafranski, Jerome Bailey, Liang-Sheng Yang, and Barry Boyes
Misc. URL
http://www.chem.agilent.com/cag/other/IMTHUPO2003.pdf
http://www.piercenet.com/Proteomics/browse.cfm?fldID=84EBE112-F871-4CA5-807F-47327153CFCB
Misc. URL
Yoo, Byoung-Sam; Regnier, Fred E. Electrophoresis (2004), 25(9), 1334-1341
Journal
8839040
PubMed PMID
9252331
PubMed PMID
Berlett, Barbara S.; Stadtman, Earl R. Journal of Biological Chemistry (1997), 272(33), 20313-20316.
Journal
ICAT page from the Royal Society of Chemistry
Misc. URL
http://www.chemsoc.org/exemplarchem/entries/2002/proteomics/icat.htm
Applied Biosystems product page
Misc. URL
https://products.appliedbiosystems.com/ab/en/US/adirect/ab?cmd=catNavigate2&catID=600902
Cleavable ICAT Reagent Kit for Protein Labeling
Misc. URL
http://docs.appliedbiosystems.com/pebiodocs/04333373.pdf
7744761
PubMed PMID
Lys modification is formation of Schiff base.
Berlett, Barbara S.; Stadtman, Earl R. Journal of Biological Chemistry (1997), 272(33), 20313-20316.
Journal
9252331
PubMed PMID
AA0121
RESID
ALLYS
FindMod
9252331
PubMed PMID
11120890
PubMed PMID
Berlett, Barbara S.; Stadtman, Earl R. Journal of Biological Chemistry (1997), 272(33), 20313-20316.
Journal
Cleavable ICAT Reagent Kit for Protein Labeling
Misc. URL
http://docs.appliedbiosystems.com/pebiodocs/04333373.pdf
Applied Biosystems product page
Misc. URL
https://products.appliedbiosystems.com/ab/en/US/adirect/ab?cmd=catNavigate2&catID=600902
ICAT page from the Royal Society of Chemistry
Misc. URL
http://www.chemsoc.org/exemplarchem/entries/2002/proteomics/icat.htm
only with Listeria monocytogenes (gram-positive bacteria)
AA0021
RESID
10825024
PubMed PMID
8758896
PubMed PMID
CysNEM
reaction
Misc. URL
http://www.chemistry.ucsc.edu/~fink/231/Image118.gif
12777388
PubMed PMID
11813307
PubMed PMID
J. Biol. Chem 2002 vol277 pp17048-17056
Journal
11861642
PubMed PMID
Pierce introduction to biotin
Misc. URL
http://www.piercenet.com/Proteomics/browse.cfm?fldID=84EBE112-F871-4CA5-807F-47327153CFCB
Nitrogen metabolism
Misc. URL
http://themedicalbiochemistrypage.org/nitrogen-metabolism.html
Pierce introduction to biotin
Misc. URL
http://www.piercenet.com/Proteomics/browse.cfm?fldID=84EBE112-F871-4CA5-807F-47327153CFCB
Nitrogen metabolism
Misc. URL
http://themedicalbiochemistrypage.org/nitrogen-metabolism.html
glycineglycine
12872131
PubMed PMID
The Ubiquitin System for Protein Modification and Degradation
Misc. URL
http://www.nottingham.ac.uk/biochemcourses/students/ub/ubindex.html
Wang et al., J Cell Biol. 2007 May 21;177(4):613-24
Journal
http://www.ncbi.nlm.nih.gov/pubmed/17502423
Grou et al., J Biol Chem. 2008 Mar 22; Epub
Journal
http://www.jbc.org/cgi/content/abstract/M800402200v1
The two glycine residues left on ubiquitinylated lysine after tryptic digestion
A protein in which either the N-terminal N-formylmethionine has not been processed by the methionyl-tRNA formyltransferase or which is posttranslationally modified by the attachment of at least one formyl group.
Can occur under CNBr cleavage conditions (70% HCOOH)
Can occur under CNBr cleavage conditions (70% HCOOH)
Can occur under CNBr cleavage conditions (70% HCOOH)
Can occur under CNBr cleavage conditions (70% HCOOH)
AA0211
RESID
15799070
PubMed PMID
AA0021
RESID
FORM
FindMod
AA0384
RESID
AA0057
RESID
AA0384
RESID
Harbury glyco-ICAT C12
Silverman, Harbury, J. Biol. Chem. 2002, 277, 34, pp. 30968-30975
Journal
12185208
PubMed PMID
Harbury glyco-ICAT C13
Silverman, Harbury, J. Biol. Chem. 2002, 277, 34, pp. 30968-30975
Journal
12185208
PubMed PMID
Lee,W.T. and Conrad, D.H. 1985, J. Immunol. 134:518
Journal
3155470
PubMed PMID
957432
PubMed PMID
Pierce EZ-link Sulfo-NHS-SS-Biotin data sheet
Misc. URL
http://www.piercenet.com/products/browse.cfm?fldID=01030908
Lomant, A.J. and Fairbanks, G., J.Mol. Biol. 104, 243-261 (1976)
Journal
11710128
PubMed PMID
Reduced product of reaction with 3,3-Dithio-bis-(sulfosuccinimidyl)propionate. Note that name thioacyl is misleading and subject to change in a future revision. Can also be the product of reaction with EZ-Link Sulfo-NHS-SS-Biotin (Sulfosuccinimidyl 2-(biotinamido)-ethyl-1, 3-dithiopropionate) followed by reduction with DTT
1093385
PubMed PMID
Journal of Drug Targeting (1993), 1(3), 259-67.
Journal
5-iodoacetamidofluorescein, [63368-54-7]
CAS Registry
3578767
PubMed PMID
Gorman, J. J., Eur. J. Biochem 1987, 168-9
Journal
Gorman, J. J., Anal Biochem 1984, 160, 376
Journal
3311742
PubMed PMID
2026710
PubMed PMID
15627961
PubMed PMID
15627961
PubMed PMID
2026710
PubMed PMID
15627961
PubMed PMID
myristoyl with one double bond
C14:1 acylation
Neubert TA, Johnson RS, Hurley JB, Walsh KA (1992). The rod transducin alpha subunit amino terminus is heterogeneously fatty acylated. J Biol Chem. 267(26):18274-7.
Journal
1326520
PubMed PMID
Found on vision signal transduction proteins
9252331
PubMed PMID
Berlett, Barbara S.; Stadtman, Earl R. Journal of Biological Chemistry (1997), 272(33), 20313-20316.
Journal
myristoyl with 2 double bonds
C14:2 fatty acylation
Neubert TA, Johnson RS, Hurley JB, Walsh KA (1992). The rod transducin alpha subunit amino terminus is heterogeneously fatty acylated. J Biol Chem. 267(26):18274-7.
Journal
1326520
PubMed PMID
Found on vision signal transduction proteins
Julka,S.Regnier,F.E Anal Chem. 2004 Oct 1;76(19):5799-806.
Journal
15456300
PubMed PMID
Man5
Core structure of high-mannose N-linked oligosaccharides
dansyl chloride [605-65-2]
CAS Registry
Virtual Modification for MS/MS of a-type ions
corrected by subtraction of a further -O at 8.6.2010
Decarboxylation of C-terminus as reaction inside the mass spectrometer
D. Suckau, A. Resemann, Anal. Chem., 75(21):5817-24 (2003)
Journal
14588022
PubMed PMID
MS/MS experiments of mass spectrometric a-ions (MS^3) can be used for protein identification by library searching. T3-sequencing is such a technique (see reference). Search engines must recognize this \'virtual modification\' for this purpose.
ASMS 2004 abstract
Misc. URL
http://www.indiana.edu/~reillyjp/ASMS2004/janecki_Ext-Abs%20Amidination.pdf
12643539
PubMed PMID
6273432
PubMed PMID
Saito T., Itoh T.; Journal of dairy Science, 75 (1992). p1768.
Journal
chitobiose core
Saito T., Itoh T.; Journal of dairy Science, 75 (1992). p1768.
Journal
Selenocysteine conventionally represented by 1 letter code U
AA0022
RESID
12148805
PubMed PMID
NBS reagent heavy
Rapid Communications in Mass Spectrometry, 17, 1642-1650 (2003)
Journal
12845591
PubMed PMID
Identifying and quantifying in vivo methylation sites by heavy methyl SILAC, Shao-En Ong et al., Nature methods 1(2) 2004, 1-8
Journal
When dimethyl labelling is pre-digest
Triplex protein quantification based on stable isotope labeling by peptide dimethylation applied to cell and tissue lysates. Boersema PJ, Aye TT, van Veen TA, Heck AJ, Mohammed S. Proteomics. 2008 Nov;8(22):4624-32
Journal
15782174
PubMed PMID
2-nitrobenzenesulfenyl
12845591
PubMed PMID
Rapid Communications in Mass Spectrometry, 17, 1642-1650 (2003)
Journal
Anal. Biochem. 1992, 205:151-158
Journal
1443554
PubMed PMID
Conversion of glycosylated asparagine residues upon deglycosylation with PGNase F in 18O labelled water.
(3-acrylamidopropyl)trimethylammonium
15283597
PubMed PMID
Secondary adduct - much less common as C
Secondary adduct - much less common as C
Primary adduct formed
Butylated Hydroxytoluene
9448752
PubMed PMID
BHT metabolism has been studied in rats and mice in relation to tumor promotion.
2005 ASMS poster Presentation TP 527
Other
Phosphoserine to S-ethylcystine\r\nvia Beta elimination/Michael addition of ethylthiol
b-elimination thiol derivatization
12216740
PubMed PMID
DAET = 2-(dimethylamino)ethanethiol; The phosphorylation to amine is the beta elimination of phosphate and Michael addition of 2-(dimethylamino)ethanethiol to the site.
Berlett, Barbara S.; Stadtman, Earl R. Journal of Biological Chemistry (1997), 272(33), 20313-20316.
Journal
9252331
PubMed PMID
Used in SILAC experiment
heavy tyrosine
Ong, S-E, I. Kratchmarova, and M. Mann (2003). J Proteome Research 2: 173-181
Journal
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
12716131
PubMed PMID
Used in SILAC experiment
heavy phosphotyrosine
12716131
PubMed PMID
Ong, S-E, I. Kratchmarova, and M. Mann (2003). J Proteome Research 2: 173-181
Journal
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
Used in SILAC experiment
Used in SILAC experiment
Used in SILAC experiment
Used in SILAC experiment
Ong, S-E, I. Kratchmarova, and M. Mann (2003). J Proteome Research 2: 173-181
Journal
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
12716131
PubMed PMID
HPG arginine
11698400
PubMed PMID
11914093
PubMed PMID
11698400
PubMed PMID
OH-PGO and PGO react with arginine at a stoichiometry of 2:1
(3-acrylamidopropyl)trimethylammonium
15283597
PubMed PMID
Double O18 (C-term)
11467524
PubMed PMID
Waters Application Note 930494
Misc. URL
http://www2.waters.com/watprod.nsf/newdocs/930494
14997490
PubMed PMID
Hochleitner, E. O. et al, Proteomics 2004, 4, 669-676,
Journal
When dimethyl labelling is pre-digest
reductive amination
14670044
PubMed PMID
Jue-Liang Hsu, Sheng-Yu Huang, and Shu-Hui Chen. Stable-Isotope based Multiplex Labeling Coupled with LC-MS/MS, HUPO 3rd ANNUAL WORLD CONGRESS, Bejing (China) 2004
Book
Anal Chem 2003. 75, 6843
Journal
11507762
PubMed PMID
12766232
PubMed PMID
Acrolein94, FDP
Acrolein56
10825247
PubMed PMID
15541752
PubMed PMID
Acrolein38
Acrolein76
Acrolein112
AA0295
RESID
AA0169
RESID
Mapping PARP-1 auto-ADP-ribosylation sites by liquid chromatography-tandem mass spectrometry
Journal
https://doi.org/10.1021/pr301219h
ADP
FindMod
AA0168
RESID
15842200
PubMed PMID
AA0231
RESID
Identification of the ADP-ribosylation sites in the PARP-1 automodification domain: analysis and implications
Journal
https://doi.org/10.1021/ja906135d
Structure
Misc. URL
http://betelgeuse.u-strasbg.fr/DocPARP/DocPARG/images/Structure-pADPR.jpg
P-T modification of Lysine
Journal
https://doi.org/10.1093/nar/gkq463
AA0237
RESID
12766232
PubMed PMID
Very low abundance
Very low abundance
Very low abundance
Low abundance
AKA iTRAQ4plex116/7
Applied Biosystems iTRAQ(TM) multiplexed quantitation chemistry
Applied Biosystems Chemistry Reference Guide
Misc. URL
http://docs.appliedbiosystems.com/pebiodocs/04351918.pdf
Different channels have the same nominal mass but slightly different exact masses. Use this value for all channels for quantitation purposes. mTRAQ heavy is identical to iTRAQ4plex 117
11283024
PubMed PMID
9033387
PubMed PMID
AA0174
RESID
AA0175
RESID
AA0176
RESID
AA0173
RESID
AA0180
RESID
AA0179
RESID
BROM
FindMod
9252331
PubMed PMID
Berlett, Barbara S.; Stadtman, Earl R. Journal of Biological Chemistry (1997), 272(33), 20313-20316.
Journal
Yoo, Byoung-Sam; Regnier, Fred E. Electrophoresis (2004), 25(9), 1334-1341.
Journal
15828771
PubMed PMID
alkaline phosphatase to dephosphorylate
alkaline phosphatase to dephosphorylate
alkaline phosphatase to dephosphorylate
digesting in labelled water
H2 18O Alkaline Phosphatase
11467524
PubMed PMID
Used in SILAC experiment
heavy lysine
12716131
PubMed PMID
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
12110917
PubMed PMID
N-terminal / lysine sulfonation
Wang et al. 2004. Rapid Commun Mass Spectrom. 18(1):96-102
Journal
Chen et. al. Rapid Commun Mass Spectrom. 2004;18(2):191-8.
Journal
Shimadzu application note
Misc. URL
http://www.shimadzu-biotech.net/literature/application_note/202_1.pdf
14745769
PubMed PMID
14689565
PubMed PMID
16526082
PubMed PMID
Under construction
Misc. URL
http://www.targetdiscovery.com/index.php?topic=prod.idbe
Target discovery , Inc. IDBEST IGBP user manual
Other
15549660
PubMed PMID
Cytopiloyne is a polyacetylenic glucoside isolated form Bidens pilosa which can modulate T helper cell differentiation. Biotinylated cytopiloyne might be use to identify its receptor in T cell.
15549660
PubMed PMID
Cytopiloyne is a polyacetylenic glucoside isolated form Bidens pilosa which can modulated T helper cell differentiation. Biotinylated cytopiloyne might be use to identify its receptor in T cell.
Used in SILAC experiment
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
12716131
PubMed PMID
Used in AQUA experiment
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
12771378
PubMed PMID
for SILAC expt
Trideuteration
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
SILAC label used in COFRADIC
Result of conversion of 13C6, 15N4 arginine to 13C5, 15N1 proline
Used in AQUA experiment
12771378
PubMed PMID
b-elimination PET derivatisation
Manfredo Quadroni in: ''Proteome Research: Mass Spectrometry (ed. P.James)'' pp 187-206
Book
PET = 2-[4-pyridyl]ethanethiol. This modification is a chemical derivative, based on a alkaline catalysed beta-elimination of phosphoserines and phosphothreonines and subsequent 1,4-addition of 2-[4-pyridine]ethanethiol. These modified serines and threonines produce in MS/MS a characteristic fragment which can be used for precursor-ion-scan experiments.
Ettan CAF MALDI
Anal.Chem 75(7):156A-165A
Journal
15732931
PubMed PMID
16046801
PubMed PMID
N-terminal sulfonation of diglycine to detect ubiquitination sites
Partis MD et al. 1983 J Prot Chem 2 263-277
Journal
AA0230
RESID
10442087
PubMed PMID
NTRY
FindMod
15688001
PubMed PMID
Protein which is posttranslationally modified by the attachment of a nitric oxide group on the sulfur atom of one or more cysteine residues.
Primary site of modification
Biochim Biophys Acta. 1996 Feb 16; 1299(3):353-7
Journal
8597590
PubMed PMID
Potential protein modification when using AEBSF (Pefabloc) as a serine protease inhibitor.
reduced form of oxidation product
from reaction of SH group with iodoethanol
reduced form of oxidation product
Hydroxy ethyl
15351294
PubMed PMID
J Biol Chem. 1995 Apr 28;270(17):10017-26.
Journal
A simplified procedure for the reduction and alkylation of cysteine residues in proteins prior to proteolytic digestion and mass spectral analysis. Hale JE, Butler JP, Gelfanova V, You JS, Knierman MD. Anal Biochem. 2004 Oct 1;333(1):174-81
Journal
7730303
PubMed PMID
SILAC+PTM
SILAC Introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
DIMETH
FindMod
hydroxymethylvinyl ketone
11743741
PubMed PMID
9629898
PubMed PMID
Effects of tryptic peptide esterification in MALDI mass spectrometry Anal. Chem. 2005, 77, 4185-4193
Journal
http://pubs.acs.org/doi/abs/10.1021/ac0481250
Identification of Four Novel Types of in Vitro Protein Modifications
Misc. URL
http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=2911956&tool=pmcentrez&rendertype=abstract
Structure
Misc. URL
http://commons.wikimedia.org/wiki/Image:Coenzyme_a.png
AA0306
RESID
Glutamate methyl ester
P02942
Swiss-Prot
DEAME
FindMod
Anal Chem. 2007 Jan 15;79(2):673-81.
Journal
DIMETP
FindMod
Nature. 2004 Nov 18;432(7015):353-60. Epub 2004 Nov 03
Journal
15525938
PubMed PMID
C-Terminal/Glutamate/Aspartate sulfonation
ASMS 2005: Panchaud et al. (Poster ThP 509) ''Combining protein identification and quantitation: C-terminal isotope-coded tagging''
Other
C-Terminal/Glutamate/Aspartate sulfonation
ASMS 2005: Panchaud et al. (Poster ThP 509) ''Combining protein identification and quantitation: C-terminal isotope-coded tagging''
Other
9254591
PubMed PMID
EDC-coupled modification of D, E and C-terminus
EDC-coupled modification of D, E and C-terminus
EDC-coupled modification of D, E and C-terminus
Introduction to Protein Labeling
Misc. URL
http://www.piercenet.com/Proteomics/browse.cfm?fldID=84EBE112-F871-4CA5-807F-47327153CFCB
EDC crosslinker is used to couple biotin PEO-amine to carboxyl groups or 5\' phosphate groups
7949339
PubMed PMID
The cleavage of a peptide bond between Try-Xxx with oxidation of tryptophan to the oxolactone occurs in the presence of BNPS-skatole. This is a useful method for the chemical cleavage of proteins specifically at tryptophan residues.
EZ-Link Biotin-HPDP (N-(6-(Biotinamido)hexyl)-3'-(2'-pyridyldithio)-propionamide
Misc. URL
http://www.piercenet.com/Products/Browse.cfm?fldID=01031002
10695144
PubMed PMID
Used in base/residue interactions (in principle?)
Used in base/residue interactions (observed)
Used in base/residue interactions (in principle?)
UV induced cross-link product of Iodo-U-amp with WFY
6540775
PubMed PMID
11112526
PubMed PMID
11567090
PubMed PMID
One note about this chemistry is that for W you have to take care of O2 big time (and extract the I-uracil monophosphate with organics to get rid of residual iodide).
3-thiopropanoyl moiety from reduced DSP crosslinker or NHS-SS-biotin, modified with Iodoacetamide
Peirce MJ, Wait R, Begum S, Saklatvala J, Cope AP (2004) Mol Cell Proteomics 3: 56-65
Journal
Swaim CL, Smith JB, Smith DL (2004) J Am Soc Mass Spectrom 15:736-749
Journal
15121203
PubMed PMID
10906242
PubMed PMID
deoxyhexose
11344537
PubMed PMID
Mormann, M., Macek, B., Gonzalez de Peredo, A., Hofsteenge, J., Peter-Katalinic, J. (2004). ''Structural studies on protein O-fucosylation by electron capture dissoziation.'' International Journal of Mass Spectrometry 234:11-21
Journal
15189151
PubMed PMID
esterification of carboxylic acids using D3-Methanolic HCl
esterification of carboxylic acids using D3-Methanolic HCl
esterification of carboxylic acids using D3-Methanolic HCl
SILAC labelling with L-Methionine-(methyl-d3)
SILAC labelling with L-Methionine-(methyl-d3)
SILAC overview
Misc. URL
http://www.sigmaaldrich.com/technical-documents/articles/stable-isotopes/stable-isotope-labeling-by-amino-acids.html
Gamma-carboxylation
Gamma-carboxylation
AA0114
RESID
GGLU
FindMod
AA0363
RESID
AA0032
RESID
3802193
PubMed PMID
AA0304
RESID
mBromobimane
7856876
PubMed PMID
Vitamin k3 (Q)
15939799
PubMed PMID
12442261
PubMed PMID
AA0025
RESID
16078144
PubMed PMID
Formula needs confirmation
12872219
PubMed PMID
GE Life Sciences data sheet
Misc. URL
https://www.gelifesciences.com/gehcls_images/GELS/Related Content/Files/1314735988470/litdoc28953107AD_20110831002141.pdf
MDA62
usually major adduct formed from malondialdehyde (MDA) with the amino group of lysine residues
Malondialdehyde (MDA) adduct
5-hydro-5-methylimidazol-4-one, Methylglyoxal adduct
MDA54
Uchida K, Sakai K, Itakura K, Osawa T, Toyokuni S. 1977. Protein modification by lipid peroxidation products: formation of malondialdehyde-derived N(epsilon)-(2-propenol)lysine in proteins. Arch Biochem Biophys. 346(1):45-52
Journal
Chemistry of Protein Conjugation and Crosslinking by Shan S. Wong, 1991, pg.32
Book
Invitrogen X-link reagent
Pierce data sheet
Misc. URL
http://www.piercenet.com/files/0668ss5.pdf
770170
PubMed PMID
imidoester cross-linker
O-ethyl-N-(biotinamidopentyl)decanamido phosphonate
Liu, Patricelli and Cravatt; Activity-based protein profiling: The serine hydrolases. Proc Natl Acad Sci USA 96, 14694-14699 (1999)
Journal
Schopfer, Champion, Tamblyn, Thompson and Lockridge; Characteristic mass spectral fragments of the organophosphorus agent FP-biotin and FP-biotinylated peptides from trypsin and bovine albumin (Tyr410). Anal Biochem 345, 122-132 (2005)
Journal
10611275
PubMed PMID
Grigoryan, Li, Xue, Grigoryan, Schopfer and Lockridge; Mass spectral characterization of organophosphate-labeled lysine in peptides. Analytical Biochemistry 394, 92-100 (2009)
Journal
FP-biotin was designed to label the active site serine of serine esterases/proteases.
Thiophos-biotin disulfide
O-isopropyl-N-biotinylaminohexyl phosphonate
Higson, Ferguson and Nikolaev; Synthesis of 6-N-biotinylaminohexyl isopropyl phosphorofluoridate: A potent tool for the inhibition/isolation of serine esterases and proteases. Synthesis 3, 407-409 (1999)
Journal
Commercially available from Toronto Research Chemicals Inc, as of 2005. Designed to label the active site serine of serine esterases/proteases.
11910026
PubMed PMID
Michael addition adduct of 4-hydroxynonenal with histidine, cystein and lysine residues stabilized by reduction with NaBH4
http://www.piercenet.com/Proteomics/browse.cfm?fldID=84EBE112-F871-4CA5-807F-47327153CFCB
Misc. URL
Yoo, Byoung-Sam; Regnier, Fred E. Electrophoresis (2004), 25(9), 1334-1341
Journal
Rapid Commun. Mass Spectrom. 2002; 16: 999-1001
Journal
Main; Mode of action of anticholinesterases. Pharmac Ther 6, 579-628 (1979)
Journal
Grigoryan, Li, Xue, Grigoryan, Schopfer and Lockridge; Mass spectral characterization of organophosphate-labeled lysine in peptides. Analytical Biochemistry 394, 92-100 (2009)
Journal
Chen, J.; Chen, Y.; Gong, P.; Jiang, Y.; Li, Y. M.; Zhao, Y. F. Novel Phosphoryl Derivatization Method for Peptide Sequencing by Electrospray Ionization Mass Spectrometry. Rapid Commun. Spectrom. 2002, 16, 531-536.
Journal
Gao, X.; Hu, X. M.; Zhu, J.; Zeng, Z. P.; Han, D. X.; Tang, G.; Huang, X. T.; Xu, P. X.; Zhao, Y. F. An isotope (18O, 15N, and 2H) technique to investigate the metal ion interactions between the phosphoryl group and amino acid side chains by electrospray ionization mass spectrometry. J. Am. Soc. Mass Spectrom. 2011, 22, 689-702.
Journal
A selective label for the active site serine of the serine esterase/protease family. It has also been shown to label tyrosine in serum albumin.
Main; Mode of action of anticholnesterases. Pharmac Ther 6, 579-628 (1979)
Journal
Created by auto-catalytic dealkylation of the O-Diisopropylphosphate adduct.
Use when labelling post-digest
Use when labelling pre-digest
Bruker Daltonics order reference
Misc. URL
http://www.bdal.de/life-science-tools/care-consumables-more/icpl-kit.html
Schmidt A, Kellermann J, Lottspeich F (2005): A novel strategy for quantitative proteomics using isotope-coded protein labels. Proteomics 5: 4-15
Journal
Attention: As the digest is typically applied AFTER ICPL_light/heavy labeling, only ProteinN-term labeling and Lys-specific labeling is applied.
18653769
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/18653769
Use when labelling pre-digest
Use when labelling post-digest
Bruker Daltonics order reference
Misc. URL
http://www.bdal.de/life-science-tools/care-consumables-more/icpl-kit.html
Schmidt A, Kellermann J, Lottspeich F (2005): A novel strategy for quantitative proteomics using isotope-coded protein labels. Proteomics 5: 4-15.
Journal
Attention: As the digest is typically applied AFTER ICPL_light/heavy labeling, only ProteinN-term labeling and Lys-specific labeling is applied.
Observed
15489230
PubMed PMID
Superoxide dismutase [Cu-Zn]
Misc. URL
http://www.uniprot.org/uniprot/P07509
AA0025
RESID
AA0040
RESID
DIPH
FindMod
AA0103
RESID
FAR0
FindMod
AA0107
RESID
DIAC
FindMod
Labeling with diethylpyrocarbonate (DEPC)
AA0115
RESID
CETH
FindMod
AA0116
RESID
HYPU
FindMod
AA0120
RESID
AA0122
RESID
AA0127
RESID
PYRUC
FindMod
Pyro-carbamidomethyl as a delta from Carbamidomethyl-Cys
N-Succinimide
oxobutanoic acid from N term Thr
pyruvic acid from N-term ser
AA0127
RESID
PYRUS
FindMod
AA0129
RESID
OXOB
FindMod
phycobiliviolin
AA0258
RESID
AA0131
RESID
phycocyanobilin and phycobiliviolin have different structures but the same empirical formula
AA0132
RESID
AA0133
RESID
AA0329
RESID
AA0135
RESID
AA0276
RESID
AA0142
RESID
AA0147
RESID
AA0148
RESID
TOPA
FindMod
AA0153
RESID
AA0158
RESID
AA0159
RESID
AA0160
RESID
AA0161
RESID
AA0162
RESID
AA0163
RESID
AA0164
RESID
AA0165
RESID
AA0166
RESID
AA0167
RESID
AA0170
RESID
AA0177
RESID
THRN
FindMod
AA0178
RESID
THRX
FindMod
AA0181
RESID
oxoalanine formylglycine
Lactone formation from C-terminal hydroxylysine
oxoalanine
AA0183
RESID
Berlett, Barbara S.; Stadtman, Earl R. Journal of Biological Chemistry (1997), 272(33), 20313-20316.
Journal
AA0185
RESID
9252331
PubMed PMID
AA0365
RESID
OXOAS
FindMod
DHY
FindMod
15705169
PubMed PMID
formylglycine
AA0185
RESID
OXOAC
FindMod
Dierks T, Miech C, Hummerjohann J, Schmidt B, Kertesz MA, von Figura K. Posttranslational formation of formylglycine in prokaryotic sulfatases by modification of either cysteine or serine. J. Biol. Chem. 1998; 273: 25 560
Journal
18722427
PubMed PMID
17450134
PubMed PMID
AA0186
RESID
J. Biol. Chem., Vol. 277, Issue 48, 46140-46144, November 29, 2002
Journal
12356754
PubMed PMID
AA0267
RESID
AA0203
RESID
AA0227
RESID
AA0371
RESID
12356754
PubMed PMID
J. Biol. Chem., Vol. 277, Issue 48, 46140-46144, November 29, 2002
Journal
AA0207
RESID
AA0212
RESID
AA0353
RESID
AA0220
RESID
AA0352
RESID
FMNH
FindMod
AA0223
RESID
ARCH
FindMod
AA0325
RESID
AA0228
RESID
AA0236
RESID
AA0248
RESID
AA0252
RESID
AA0256
RESID
AA0264
RESID
THIOG
FindMod
AA0265
RESID
beta-thiolation
Addition of a single sulfur atom by Pi3-Tryptophan reagent to create thiol
AA0269
RESID
Instruction manual for the Pi3 Tryptophan selective resins
Misc. URL
http://www.nestgrp.com/protocols/bmt/pi3tr.shtml
CYSP
FindMod
AA0287
RESID
AA0274
RESID
AA0275
RESID
AA0277
RESID
AA0375
RESID
AA0281
RESID
trihydroxyphenylalanine
tryptophan oxidation to formylkynurenin
phenylalanine oxidation to dihydroxyphenylalanine
Sulphone
sulfinic acid
AA0282
RESID
Berlett, Barbara S.; Stadtman, Earl R. Journal of Biological Chemistry (1997), 272(33), 20313-20316.
Journal
9252331
PubMed PMID
AA0251
RESID
AA0370
RESID
DIHYDR
FindMod
MSONE
FindMod
CSIA
FindMod
12686488
PubMed PMID
AA0262
RESID
AA0369
RESID
AA0263
RESID
Hyun Ae Woo, et. al., Science Vol. 300. no. 5619, pp. 653 - 656
Journal
AA0290
RESID
AA0386
RESID
OCTA
FindMod
AA0584
RESID
AA0296
RESID
AA0297
RESID
AA0308
RESID
PALE
FindMod
17141155
PubMed PMID
AA0309
RESID
CHOL
FindMod
AA0312
RESID
AA0316
RESID
CHDH
FindMod
AA0321
RESID
PYRK
FindMod
AA0324
RESID
AA0328
RESID
AA0333
RESID
AA0334
RESID
AA0335
RESID
AA0350
RESID
AA0349
RESID
FMN
FindMod
AA0351
RESID
FMNC
FindMod
AA0355
RESID
AA0359
RESID
TRIMETK
FindMod
Beta elimination of O-glycosylation under alkaline conditions followed by reduction
Beta elimination of O-glycosylation under alkaline conditions followed by reduction
Serine to Alanine
Threonine to a-aminobutyrate
AA0191
RESID
14235557
PubMed PMID
AA0373
RESID
AA0374
RESID
AA0387
RESID
AA0385
RESID
DECA
FindMod
12356754
PubMed PMID
J. Biol. Chem., Vol. 277, Issue 48, 46140-46144, November 29, 2002
Journal
J. Biol. Chem., Vol. 277, Issue 48, 46140-46144, November 29, 2002
Journal
12356754
PubMed PMID
Glucosamine
Galactosamine
Dimethyl pimelimidate
Imidoester Cross-linkers
Misc. URL
http://www.piercenet.com/files/0668ss5.pdf
Packman, L.C. and Perhan, R.N. (1982). Quaternary Structures the Pyruvate Dehydrogenase Multienzyme Complex of Bacillus Stearothermophilus Studies by a New Reversible Crosslinking Procedure with Bis(imidoesters). Biochem. 21, 5171-5175.
Journal
Hand, E.S., and Jencks, W.P. (1962). Mechanism of the reaction of imidoesters with amines. J. Am. Chem. Soc. 84, 3505-3514.
Journal
Dimethyl pimelimidate, reaction with both ends
Dimethyl pimelimidate, reaction with both ends
Dimethyl pimelimidate
Imidoester Cross-linkers
Misc. URL
http://www.piercenet.com/files/0668ss5.pdf
Hand, E.S., and Jencks, W.P. (1962). Mechanism of the reaction of imidoesters with amines. J. Am. Chem. Soc. 84, 3505-3514.
Journal
Packman, L.C. and Perhan, R.N. (1982). Quaternary Structures the Pyruvate Dehydrogenase Multienzyme Complex of Bacillus StearothermophilusStudies by a New Reversible Crosslinking Procedure with Bis(imidoesters). Biochem. 21, 5171-5175.
Journal
2081203
PubMed PMID
fluorescent derivative
N-terminal / lysine sulfonation
16526082
PubMed PMID
Lee et al, Rapid Commun Mass Spetrom 2004, 18, 3019-3027
Journal
J. Mass Spectrom. 2005; 40: 238-249
Journal
J. Mass Spectrom. 2005; 40: 238-249
Journal
Ahn, B., Rhee, S.G., and Stadtmann, E. R. (1987) Anal. Biochem.
Journal
pT gives beta-methylaminoethylcysteine
pS gives aminoethylcysteine
beta-methylaminoethylcysteine
Z. A. Knight et al, Nature Biotech., 21(9) 1047-1054 (2003)
Journal
Modification procedure used for phosphopeptide mapping
found in canned food products
Berger U, Oehme M, Girardin L., Fresenius J Anal Chem. 2001 Jan 2;369(2):115-23.
Journal
Found in canned food products
Cambridge Labs DLM-451
K4
For SILAC experiments
Amersham (GE Healthcare) instruction leaflet 25800983PL Rev-B, 2003
Other
12872219
PubMed PMID
Dehydroretronecine
16222722
PubMed PMID
primary adduct
t-butyl hydroxylated BHT
16533022
PubMed PMID
BHTOH is formed upon metabolism of BHT with P450 enzymes. The BHTOH is further metabolized to its quinone methide (electrophile) which reacts with -SH and -NH2 groups
Under construction
Misc. URL
http://www.targetdiscovery.com/index.php?topic=prod.idbe
Target discovery , Inc. IDBEST IGBP user manual
Other
Chemistry of Protein Conjugation and Crosslinking by Shan S. Wong, 1991, pg.32
Book
Salomon RG. Antioxid Redox Signal. 2005 Jan-Feb;7(1-2):185-201.
Journal
Salomon RG. Chem Phys Lipids. 2005 Mar;134(1):1-20.
Journal
15650407
PubMed PMID
15752459
PubMed PMID
Pierce, A., Dewaal, E., Vanremmen, H., Richardson, A. & Chaudhuri, A. (2006). A Novel Approach for Screening the Proteome for Changes in Protein Conformation. Biochemistry 45, 3077-3085.
Journal
Jue-Liang Hsu, Sheng-Yu Huang, and Shu-Hui Chen. Stable-Isotope based Multiplex Labeling Coupled with LC-MS/MS, HUPO 3rd ANNUAL WORLD CONGRESS, Bejing (China) 2004
Other
J. Proteome Res. 2005, 4, 101-108.
Journal
Salomon RG. Antioxid Redox Signal. 2005 Jan-Feb;7(1-2):185-201.
Journal
Salomon RG. Chem Phys Lipids. 2005 Mar;134(1):1-20.
Journal
15650407
PubMed PMID
15752459
PubMed PMID
When dimethyl labelling is pre-digest
16335955
PubMed PMID
J Proteome Res. 2005 Nov-Dec;4(6):2099-108
Journal
16771548
PubMed PMID
Maillard reaction (first event)
Maillard reaction (first event)
lac
BIOCHIMECAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS 236, 413-417 (1997)
Journal
ANALYTICAL BIOCHEMISTRY 259, 152-161 (1998)
Journal
Lactosylation of bovine Beta-Lactoglobulin
15650407
PubMed PMID
15752459
PubMed PMID
Salomon RG. Chem Phys Lipids. 2005 Mar;134(1):1-20.
Journal
Salomon RG. Antioxid Redox Signal. 2005 Jan-Feb;7(1-2):185-201.
Journal
PMID: 21432907
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/21432907
Preparation of Withaferin-A loaded PLGA Nanoparticles by Modified Emulsion Diffusion Evaporation Technique
Journal
http://www.ripublication.com/ijna/ijnav4n2_12.pdf
desthiobiotin-alkyl-FP
desthiobiotin-FP
Serine Hydrolase Probes
Misc. URL
http://www.lifetechnologies.com/order/catalog/product/88317
Liu, Patricelli and Cravatt. (1999) Activity-based protein profiling: The serine hydrolases. Proc Natl Acad Sci USA 96:14694-14699
Journal
Dethiobiotin-FP was designed to label the active site serine of serine hydrolases (e.g. esterases, peptidases, lipases)
Side reaction, low abundance
CLIP_TRAQ_double
CLIP-TRAQ-2 H(17) C(10) C13 N(3) O(4) is an in-house made compound that reacts with primary amines through a N-hydroxysuccinimide group leading to a 141.0983 Da mass shift (monoisotopic) in MS mode. The reporter ion in MS/MS mode can either be 113 or 114 m/z depending on the position of isotopic C13 in the molecule. (Fahlman, R. and Overall, C.M. in preparation).
15650407
PubMed PMID
15752459
PubMed PMID
Salomon RG. Chem Phys Lipids. 2005 Mar;134(1):1-20.
Journal
Salomon RG. Antioxid Redox Signal. 2005 Jan-Feb;7(1-2):185-201.
Journal
Maleimide-PEG2-Biotin
EZ-Link Maleimide PEOn-Biotin
Misc. URL
http://www.piercenet.com/Products/Browse.cfm?fldID=01031005
Sulfo-NHS-LC-LC-Biotin
EZ-Link Sulfo-NHS-Biotin Reagents
Misc. URL
http://www.piercenet.com/Products/Browse.cfm?fldID=8D38BA83-EFDC-421A-853F-E96EBA380612
photosensitive
fluorescein-NEM
9325338
PubMed PMID
11665566
PubMed PMID
Thiol-Reactive Probes
Misc. URL
http://probes.invitrogen.com/media/pis/mp00003.pdf
15795231
PubMed PMID
In a recent publication (see reference), we have shown that family 84 glycoside hydrolases contain a deep pocket beneath the 2-acetamido group of its substrate (N-acetyl-glucosamine). With this strucual feature in mind, we have designed a specific inhibitor that contains a chloride group appended to the end of the propyl chain on a known inhibitor termed propyl-NAG-thiazoline. We have shown kinetically that this molecule is a potent suicide inhibitor of this enzyme famiy and now wish to know the precise residue which is acting as the nucleophile to dispace the choride atom. We have included all residues that are in the vacinity of the chloride atom that could potentially act in a nucleophilic manner.
9004526
PubMed PMID
More commonly seen as a neutral loss
Low abundance
Applied Biosystems iTRAQ(TM) multiplexed quantitation chemistry
Applied Biosystems Chemistry Reference Guide
Misc. URL
http://docs.appliedbiosystems.com/pebiodocs/04351918.pdf
Different channels have the same nominal mass but slightly different exact masses.
Low abundance
Applied Biosystems iTRAQ(TM) multiplexed quantitation chemistry
Applied Biosystems Chemistry Reference Guide
Misc. URL
http://docs.appliedbiosystems.com/pebiodocs/04351918.pdf
Different channels have the same nominal mass but slightly different exact masses.
Addition of LRGG
Low abundance
CLIP_TRAQ_3 (H(20) C(11) C13 N(3) O(4) is an in-house made compound that reacts with primary amines through a N-hydroxysuccinimide group leading to a 155.1 Da mass shift (monoisotopic) in MS mode. The reporter ion in MS/MS mode can either be 127 or 128 m/z depending on the position of isotopic C13 in the molecule. (Fahlman, R. and Overall, C.M. in preparation).
Low abundance
CLIP_TRAQ_4 is an in-house made compound that reacts with primary amines through a N-hydroxysuccinimide group leading to a 128.1 Da mass shift (monoisotopic) in MS mode. The reporter ion in MS/MS mode can either be 100 or 101 m/z depending on the position of isotopic C13 in the molecule. (Fahlman, R. and Overall, C.M. in preparation).
15-deoxy-delta 12,14-Prostaglandin J2-biotinimide
Cayman Chemical data sheet
Misc. URL
http://www.caymanchem.com/pdfs/10141.pdf
Prostaglandin A1-biotinimide
Cayman Chemical data sheet
Misc. URL
http://www.caymanchem.com/pdfs/10013.pdf
Nature Biotechnology 22, 450 - 454 (2004)
Journal
http://www.nature.com/nbt/journal/v22/n4/abs/nbt947.html
15004565
PubMed PMID
Anal. Chem., 2009, 81 (18), pp 7814–7822
Journal
http://pubs.acs.org/doi/abs/10.1021/ac901108g
Nature Biotechnology 22, 450 - 454 (2004)
Journal
http://www.nature.com/nbt/journal/v22/n4/abs/nbt947.html
15004565
PubMed PMID
Anal. Chem., 2009, 81 (18), pp 7814–7822
Journal
http://pubs.acs.org/doi/abs/10.1021/ac901108g
Low efficiency
Low efficiency
Low efficiency
Isotope-differentiated binding energy shift tags
Misc. URL
http://www.targetdiscovery.com/article.php?topic=crpc.prst&story=20060321132643690
Michael addition of nitro-linoleic acid to Cys and His
JBC 281(29):20450-63; 2006
Journal
Reversible post-translational modification of proteins by nitrated fatty acids
Michael addition of nitro-oleic acid to Cys and His
JBC 281(29):20450-63; 2006
Journal
Reversible post-translational modification of proteins by nitrated fatty acids
Use when labelling post-digest
Use when labelling pre-digest
Bruker Daltonics order reference
Misc. URL
http://www.bdal.de/life-science-tools/care-consumables-more/icpl-kit.html
Schmidt A, Kellermann J, Lottspeich F (2005): A novel strategy for quantitative proteomics using isotope-coded protein labels. Proteomics 5: 4-15
Journal
15602776
PubMed PMID
Attention: As the digest is typically applied AFTER ICPL_light/heavy labeling, only ProteinN-term labeling and Lys-specific labeling is applied.
18653769
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/18653769
Very low abundance
Low abundance
Very low abundance
Very low abundance
Applied Biosystems iTRAQ(TM) multiplexed quantitation chemistry
AKA iTRAQ8plex:13C(7)15N(1)
Other 4 channels have the same nominal mass but slightly different exact mass. For quantitation purposes, use this entry for all channels
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
Ong, S-E, I. Kratchmarova, and M. Mann (2003). J Proteome Research 2: 173-181
Journal
Used in SILAC experiment
heavy D9 lysine
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
CDNLM-6810
Misc. URL
http://www.isotope.com/cil/products/displayproduct.cfm?prod_id=8635
Liu Z, Minkler P, and Sayre L. Chem. Res. Toxicology 2003 16 901-911
Journal
Mass Spectroscopic Characterization of Protein Modification by 4-Hydroxy-2-(E)-nonenal and 4-Oxo-2-(E)-nonenal.
Chemico-Biological Interactions 143-144(2003) 93-100.
Journal
Covalent adduction of nucleophilic amino acids by 4-hydroxynonenal and 4-oxononenal
Fidder, Hulst, Noort, Ruiter, van der Schans, Benschop and Langenberg; Retrospective detection of exposure to organophosphorus anti-cholinesterases: Mass spectrometric analysis of phosphylated human butyrylcholinestease. Chem. Res. Toxicol. 15, 582-590 (2002)
Journal
Main; Mode of action of anticholnesterases. Pharmac Ther 6, 579-628 (1979)
Journal
Created by auto-catalytic dealkylation of the O-Dimethylphosphate adduct.
Zhang, D. M.; Liu, H. X.; Zhang, S. S.; Chen, X. L.; Li, S. F.; Zhang, C. L.; Hu, X. M.; Bi, K. S.; Chen, X. H.; Jiang, Y. Y. An effective method for de novo peptide sequencing based on phosphorylation strategy and mass spectrometry. Talanta 2011, 84, 614-622.
Journal
Grigoryan, Li, Xue, Grigoryan, Schopfer and Lockridge; Mass spectral characterization of organophosphate-labeled lysine in peptides. Analytical Biochemistry 394, 92-100 (2009)
Journal
Fidder, Hulst, Noort, Ruiter, van der Schans, Benschop and Langenberg; Retrospective detection of exposure to organophosphorus anti-cholinesterases: Mass spectrometric analysis of phosphylated human butyrylcholinestease. Chem. Res. Toxicol. 15, 582-590 (2002)
Journal
Wang, F.; Fu, H.; Jiang, Y. Y.; Zhao, Y. F. A Picomole-Scale Method for Rapid Peptide Sequencing Through Convenient and Efficient N-Terminal Phosphorylation and Electrospray Ionization Mass Spectrometry. J. Am. Soc. Mass Spectrom. 2006, 17, 995-999.
Journal
Main; Mode of action of anticholnesterases. Pharmac Ther 6, 579-628 (1979)
Journal
Created by auto-catalytic dealkylation of the O-Diethylphosphate adduct.
Fidder, Hulst, Noort, Ruiter, van der Schans, Benschop and Langenberg; Retrospective detection of exposure to organophosphorus anti-cholinesterases: Mass spectrometric analysis of phosphylated human butyrylcholinestease. Chem. Res. Toxicol. 15, 582-590 (2002)
Journal
Main; Mode of action of anticholnesterases. Pharmac Ther 6, 579-628 (1979)
Journal
Created by auto-catalytic dealkylation of either the O-pinacolylmethylphosphonate adduct, or the O-isopropylmethylphosphonate adduct.
Fidder, Hulst, Noort, Ruiter, van der Schans, Benschop and Langenberg; Retrospective detection of exposure to organophosphorus anti-cholinesterases: Mass spectrometric analysis of phosphylated human butyrylcholinestease. Chem. Res. Toxicol. 15, 582-590 (2002)
Journal
Low abundance
Applied Biosystems iTRAQ(TM) multiplexed quantitation chemistry
Other 4 channels have the same nominal mass but slightly different exact mass. For quantitation purposes, use iTRAQ8plex for all channels
The addition of DTT adds 136.2 not 154.2 to Serine due to loss of water in reaction
The addition of DTT adds 136.2 not 154.2 to Threonine due to loss of water in reaction
threo-1,4-dimercaptobutane-2,3-diol
Cleland's reagent
Methods Enzymol. 2006;415:113-33. Links rnIdentification of O-GlcNAc sites on proteins.Whelan SA, Hart GW.
PubMed PMID
17116471
Mol Cell Proteomics. 2002 Oct;1(10):791-804. rnMapping sites of O-GlcNAc modification using affinity tags for serine and threonine post-translational modifications.Wells L, Vosseller K, Cole RN, Cronshaw JM, Matunis MJ, Hart GW.
PubMed PMID
12438562
Proteomics. 2005 Feb;5(2):388-98. Links rnQuantitative analysis of both protein expression and serine / threonine post-translational modifications through stable isotope labeling with dithiothreitol.Vosseller K, Hansen KC, Chalkley RJ, Trinidad JC, Wells L, Hart GW, Burlingame AL.
PubMed PMID
15648052
Beta-elimination and Michael addition of dithiothreitol (DTT) to serine and threonine adds a weight of approximately 136.2.
2
PubMed PMID
Carbodiimide mediated blocking of free carboxylic acids (Asp/Glu sidechains and C-termini) with ethanolamine; reaction yields an amide-bond between the carboxylic acid of the peptide/protein and the primary amine of ethanolamine; reaction irreversibly modifies carboxylic acids. Shown above is the composition of the mass adduct, after substraction of water.
Tandem Mass Tag® and TMT® are registered Trademarks of Proteome Sciences plc.
Also applies to TMT10plex
Tandem Mass Tag sixplex labelling kit Proteome Sciences
This is a nominal. representative mass
TMT Mass Tagging Kits and Reagents
Misc. URL
https://www.piercenet.com/instructions/2162073.pdf
Juergen.Schaefer@Proteomics.com
Other
TMT10plex Mass Tag Labeling Kits and Reagents
Misc. URL
http://www.piercenet.com/instructions/2162457.pdf
m/z values of the TMT® fragment ions to be quantified for 6plex and 10plex: 126.12773 127.12476 128.13443 129.13147 130.14114 131.13818. Additional m/z values for 10plex: 127.13108 128.12811 129.13779 130.13482
Cleland's reagent
Methods Enzymol. 2006;415:113-33. Links rnIdentification of O-GlcNAc sites on proteins.Whelan SA, Hart GW.
PubMed PMID
17116471
Mol Cell Proteomics. 2006 May;5(5):923-34. Epub 2006 Feb 1. Links rnO-linked N-acetylglucosamine proteomics of postsynaptic density preparations using lectin weak affinity chromatography and mass spectrometry.Vosseller K, Trinidad JC, Chalkley RJ, Specht CG, Thalhammer A, Lynn AJ, Snedecor JO, Guan S, Medzihradszky KF, Maltby DA, Schoepfer R, Burlingame AL.
PubMed PMID
16452088
Mol Cell Proteomics. 2002 Oct;1(10):791-804. Mapping sites of O-GlcNAc modification using affinity tags for serine and threonine post-translational modifications.Wells L, Vosseller K, Cole RN, Cronshaw JM, Matunis MJ, Hart GW.
PubMed PMID
12438562
When the beta-elimination and Michael addition of dithiothreitol (DTT) (BEMAD) reaction is used with alkylated cysteine a sulfur group is lost leaving the addition of approximately 120.2 in the chemical reaction.
Tandem Mass Tag® and TMT® are registered Trademarks of Proteome Sciences plc.
Tandem Mass Tag Duplex labelling kit Proteome Sciences
Juergen.Schaefer@Proteomics.com
Other
Duplex-TMT® reagents 2TMT-126, 2TMT-127. m/z values of the TMT® fragment ions to be quantified: 126.12773 127.13108
Tandem Mass Tag® and TMT® are registered Trademarks of Proteome Sciences plc.
Juergen.Schaefer@Proteomics.com
Other
This modification describes the \"native\" TMT Reagent without isotopic label.
PerkinElmer ExacTag Thiol kit
PerkinElmer ExacTag product page
Misc. URL
http://www.perkinelmer.com/exactag
Accurate mass for Exactag Thiol labels
PerkinElmer ExacTag Amine kit
PerkinElmer ExacTag product page
Misc. URL
http://www.perkinelmer.com/exactag
Accurate mass for Exactag Amine labels. Includes the mass of the conjugation reagent
Naisbitt, D. J., O'Neill, P. M., Pirohamed, M., and Park, B. K. 1996. Bioorganic and Medicinal Chemistry Letters 6(13):1511-1516.
Journal
Synthesis and Reactions of Nitroso Sulphamethoxazole with Biological Nucleophiles: Implications for Immune Mediated Toxicity.
Liu. Z., Minkler, P. E., and Sayre, L. M. Chem. Res. Toxico. 2003, 16, 901-911.
Journal
Mass Spectorscopic Characterization of Protein Modification by 4-hydroxy-2-(E)-nonenal and 4-oxo-2-(E)-nonenal
Naisbitt, D. J., O'Neill, P. M., Pirohamed, M., and Park, B. K. 1996. Bioorganic and Medicinal Chemistry Letters 6(13):1511-1516.
Journal
Synthesis and Reactions of Nitroso Sulphamethoxazole with Biological Nucleophiles: Implications for Immune Mediated Toxicity.
Naisbitt, D. J., O'Neill, P. M., Pirohamed, M., and Park, B. K. 1996. Bioorganic and Medicinal Chemistry Letters 6(13):1511-1516.
Journal
Synthesis and Reactions of Nitroso Sulphamethoxazole with Biological Nucleophiles: Implications for Immune Mediated Toxicity.
4-bromophenacyl bromide [99-73-0]
CAS Registry
428399
PubMed PMID
phenacyl bromide conjugated with a linker and biotin tag, details not published yet
Cleland's reagent
Vosseller K, Hansen KC, Chalkley RJ, Trinidad JC, Wells L, Hart GW, Burlingame AL. Proteomics. 2005 5(2):388-98. Quantitative analysis of both protein expression and serine / threonine post-translational modifications through stable isotope labeling with dithiothreitol.
Journal
15648052
PubMed PMID
Can be used for quantitative analysis of cysteine-containing peptides. Same reaction can be used for quantitative analysis of O-linked post-translational modifications to serines and threonines, but then the modification is 16 Da more in mass; i.e. isotopically labeled reagent adds 142 Da in mass.
Simple cyclic compound C16H16O2 adds to cysteine forming fluorescent derivative.
Biochemistry 2005 vol 44 pp 1833-1845
Journal
https://doi.org/10.1021/bi048228c
Result of Arg to Pro conversion of 13C(6) labelled Arg
Ong, S-E, I. Kratchmarova, and M. Mann (2003). J Proteome Research 2: 173-181
Journal
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
12716131
PubMed PMID
2,4-dichlorobenzylcarbamidomethyl
Analytical Chemistry (2000) 72 6 1112-1118
Journal
10740847
PubMed PMID
Modified peptides identified by isotope pattern. Restriction to cysteine-containing peptides combined with high mass accuracy allows peptide identification.
Cleland's reagent
15648052
PubMed PMID
Vosseller K, Hansen KC, Chalkley RJ, Trinidad JC, Wells L, Hart GW, Burlingame AL. Proteomics. 2005 5(2):388-98. Quantitative analysis of both protein expression and serine / threonine post-translational modifications through stable isotope labeling with dithiothreitol.
Journal
Can be used for quantitative analysis of O-linked post-translational modifications. Same reaction can be used for quantitative analysis of cysteine-containing peptides, but then the modification is 16 Da less in mass; i.e. isotopically labeled reagent adds 126 Da in mass.
Biochemistry (1987) 26 8242-8246
Journal
3327521
PubMed PMID
N-terminal initiator methionine is removed by a methionine aminopeptidase from proteins where the residue following the methionine is Ala, Cys, Gly, Pro, Ser, Thr or Val. This is generally the final N-terminal state for proteins where the following residue was a Cys, Pro or Val.
3327521
PubMed PMID
Biochemistry (1987) 26 8242-8246
Journal
The N-terminal initiator methionine is removed by a methionine aminopeptidase from proteins whose residue following the methionine is Ala, Cys, Gly, Pro, Ser, Thr or Val. Proteins whose following residue was Ala, Gly, Ser or Thr are then acetylated by an N(alpha)-acetyltransferase on the new N-terminus.
15939799
PubMed PMID
Carboxymethylation w/ 13C label
B. Schilling, C.B. Yoo, C.J. Collins, B.W. Gibson, Determining Cysteine Oxidation Status Using Differential Alkylation, Int. J. Mass Spectrom., 2004, 236 (1-3), 117-121
Journal
https://doi.org/10.1016/j.ijms.2004.06.004
CysNEM D5
reaction
Misc. URL
http://www.chemistry.ucsc.edu/~fink/231/Image118.gif
12777388
PubMed PMID
11813307
PubMed PMID
Amidation requires presence of glycine at peptide terminus
Richmond, T., Baggerman, G., Vandekerckhove, T., Menschaert, G., Husson, S., Verleyen, P., Schoofs, L., Van Criekinge, W. (2008). Bioinformatic Strategies for More Complete and Accurate Identification of Neuropeptides. . ASMS Conference on Mass Spectrometry. Denver, Colorado, USA, June 1-5 2008.
Other
Bradbury, A.F. and D.G. Smyth, Peptide amidation. Trends Biochem Sci, 1991. 16(3): p. 112-5.
Journal
Weibin Chen et. al., Anal. Chem.2007, 79,1583-1590
Journal
https://doi.org/10.1021/ac061670b
Sadagopan, N. and Watson, J. T., Journal of the American Society For Mass Spectrometry 11 107-119 (2000)
Journal
The formula has been reduced from H(34) to H(33) on 13 May 2009 so as to give correct observed m/z values. The charge on the TMPP means that ions have one less proton than would be expected
Ong, S-E, I. Kratchmarova, and M. Mann (2003). J Proteome Research 2: 173-181
Journal
https://doi.org/10.1021/pr0255708
Peng J, Schwartz D, Elias JE, Thoreen CC, Cheng D, Marsischky G, Roelofs J, Finley D, Gygi SP.
Nat Biotechnol. 2003 Aug;21(8):921-6
Journal
https://doi.org/10.1038/nbt849
The two glycine residues left on SILAC labeled ubiquitinylated lysine after tryptic digestion
JBC 258(1) 203-207 1983
Journal
http://www.jbc.org/cgi/reprint/258/1/203.pdf
Both isotopiclabel and post translational mod
Acetyl_K4
For SILAC experiments, + PTM
Used for labeling glutamine-donor substrate of transglutaminase
Pierce EZ-Link Pentylamine-Biotin
Misc. URL
http://www.piercenet.com/Products/Browse.cfm?fldID=01031206
PLoS ONE 5(11): e14056
Journal
https://doi.org/10.1371/journal.pone.0014056
J. Mass. Spectrom. 2007; 42:89-100.
Journal
https://doi.org/10.1002/jms.1144
Chen, X., et al. (1999). Anal. Biochem. 273, 192-203.
Other
http://www.piercenet.com/products/browse.cfm?fldID=02030220
Kornblatt, J.A. and Lake, D.F. (1980). Crosslinking of cytochrome oxidase subunits with difluorodinitrobenzene. Can J. Biochem. 58, 219-224.
Other
http://www.piercenet.com/products/browse.cfm?fldID=02030220
Cy3b meleimide reacted with Cysteine
Formula requires confirmation
GE Life Science data sheet
Other
https://www.gelifesciences.com/gehcls_images/GELS/Related%20Content/Files/1314742967685/litdocPA63100PL_Rev_C_2006_web_20110831004625.pdf
Article describing design of Cy3B
Journal
http://www.springerlink.com/content/q3u3271467573733/
Saito T., Itoh T.; Journal of dairy Science, 75 (1992). p1768.
Journal
Chen, L.L., Rosa, J.J., Turner, S. and Pepinsky, R.B. (1991). Production of multimeric forms of CD4 through a sugar-based crosslinking strategy. J. Biol. Chem. 266(27), 18237-18243
Other
http://www.piercenet.com/Products/Browse.cfm?fldID=02030208
hydrazide reacts at any activated carboxyl group
Pierce EZ link biotin hydrazide prod no. 21360
Pierce product page
Misc. URL
http://www.piercenet.com/products/browse.cfm?fldID=C4FE82D4-DD06-493C-8EC4-9C1D7F83211B
SILAC and PTM
Ong, S-E, I. Kratchmarova, and M. Mann (2003). J Proteome Research 2: 173-181
Journal
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
12716131
PubMed PMID
Used in SILAC experiment
Acetyl_heavy lysine
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
12716131
PubMed PMID
Sumoylation
Wohlschlegel, J. A. et al., J Proteome Res. 5 761 2006
Journal
https://doi.org/10.1021/pr050451o
Nat Chem Biol. 3: 727-735, 2007
Journal
17906641
PubMed PMID
15063129
PubMed PMID
Protein which is posttranslationally modified by the attachment of cGMP on the sulfur atom of Cys or hydroxyl group of Ser residues.
Nat Chem Biol. 3: 727-735, 2007
Journal
17906641
PubMed PMID
15063129
PubMed PMID
Protein which is posttranslationally modified by the attachment of cGMP that has lost ribose 3\',5\'-cyclic monophosphate moiety on the sulfur atom of Cys or hydroxyl group of Ser.
Low abundance
Very low abundance
Very low abundance
Very low abundance
Applied Biosystems mTRAQ(TM) reagent
Applied Biosystems mTRAQ(TM) Reagents
Misc. URL
http://www3.appliedbiosystems.com/cms/groups/psm_support/documents/generaldocuments/cms_054141.pdf
The reaction product of Arg with phenylglyoxal has been shown to be a 2:1 adduct
11945751
PubMed PMID
11698400
PubMed PMID
5723461
PubMed PMID
Uncovering protein polyamination by the spermine‑specific
antiserum and mass spectrometric analysis
Misc. URL
https://doi.org/10.1007/s00726-014-1879-8
Isotopic labeled methionine SILAC
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
Created for Commercial use by ZDye. Being utilized in proteomic and peptidomic research soon to be published
Misc. URL
http://www.zdye.com/
15377717
PubMed PMID
17143934
PubMed PMID
Used in SILAC PTM (glygly) experiment
heavy glygly lysine
12716131
PubMed PMID
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
Use when labelling post-digest
Use when labelling pre-digest
ICPL_10
Schmidt A, Kellermann J, Lottspeich F (2005): A novel strategy for quantitative proteomics using isotope-coded protein labels. Proteomics 5: 4-15.
Journal
Bruker Daltonics order reference
Misc. URL
http://www.bdal.de/life-science-tools/care-consumables-more/icpl-kit.html
Attention: As the digest is typically applied AFTER ICPL labeling, only ProteinN-term labeling and Lys-specific labeling is applied.
Pierce data sheet
Misc. URL
http://www.piercenet.com/files/1964as4.pdf
Very low abundance
Very low abundance
Very low abundance
Low abundance
mTRAQ medium is identical to iTRAQ4plex 117
Applied Biosystems mTRAQ(TM) reagent
Applied Biosystems mTRAQ(TM) Reagents
Misc. URL
http://www3.appliedbiosystems.com/cms/groups/psm_support/documents/generaldocuments/cms_054141.pdf
Pierce data sheet
Misc. URL
http://www.piercenet.com/files/1768dh5.pdf
Due to the mechanism of maleimidyl modification of Cys, the molecular weight of MDCC equals the mass shift created upon crossllinking (no chemical leaving group). During MS/MS, MDCC can reasonably be predicted to fragment readily and at various positions.
CAS 156571-46-9
7-diethylamino-3-((((2-maleimidyl)ethyl)amino)carbonyl)coumarin
technical resources at Molecular Probes
Other
http://products.invitrogen.com/ivgn/en/US/adirect/invitrogen?cmd=catProductDetail&entryPoint=adirect&productID=D10253&messageType=catProductDetail&showAddButton=true
MDCC is used extensively as a fluorescent probe to report changes in protein conformation.
This peptide is generated from a trypsin/chymotrypsin dual digest
GlnGlnGlnThrGlyGly
This peptide is generated from a trypsin/chymotrypsin dual digest.
GlnGluGlnThrGlyGly
Advanced Glycation Endproduct
12595094
PubMed PMID
EZ-Link NHS-Chromogenic Biotin
Thermo Scientific (Pierce) Product 21325
Misc. URL
http://www.piercenet.com/Products/Browse.cfm?fldID=44B1F9DF-B306-4278-B292-6CDB5B3B9D53
Which one?
Invitrogen BODIPY Handbook
Misc. URL
http://probes.invitrogen.com/handbook/sections/0104.html
Page 12 Scheme 1: (1) Structure of azidohomoalanine (2) Biotin-PEO-alkyne in our case PEO n=3 as in this publication
Misc. URL
http://etd.caltech.edu/etd/available/etd-09132005-120123/unrestricted/Chapter2.pdf
Drug Discovery Today Volume 8, Issue 24, 15 December 2003, Pages 1128-1137 Figure 4 page 1335
Journal
http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6T64-4B6C6T5-D&_user=616146&_rdoc=1&_fmt=&_orig=search&_sort=d&view=c&_acct=C000032323&_version=1&_urlVersion=0&_userid=616146&md5=b526a97bcf2d86ccddd5f602e2bcb53a
Methionine (C5H11NO2S) is substituted in cell culture by Azidohomoalanine (C4H8N4O2). The azido group reacts with an alkyne group attached to a linker (PEO) with a biotin group at the end (C27H45N5O7S). As a result the side chain of Met (C3H7S) is substitued by C29H49N8O7S.
16281315
PubMed PMID
11752401
PubMed PMID
Metabolic labeling with ammonium sulfate (15N)
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
17873058
PubMed PMID
DOI: 10.1021/ja992749j
Efficient incorporation of unsaturated methionine analogues into proteins in vivo
Journal
http://pubs.acs.org/doi/pdf/10.1021/ja992749j
18275052
PubMed PMID
19798718
PubMed PMID
Protein from animals exposed to organoarsenicals
for Brad Strader
for Brad Strader
for Brad Strader
for Brad Strader
ABRF Delta Mass
Misc. URL
http://www.abrf.org/index.cfm/dm.details?DMID=226&AvgMass=all&Margin=0
743239
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/743239?ordinalpos=1&itool=EntrezSystem2.PEntrez.Pubmed.Pubmed_ResultsPanel.Pubmed_DefaultReportPanel.Pubmed_RVDocSum
18083862
PubMed PMID
http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=pubmed&cmd=Retrieve&dopt=AbstractPlus&list_uids=18083862&itool=pubmed_docsum
http://www.piercenet.com/files/0581dh5.pdf
Other
http://www.piercenet.com/files/0581dh5.pdf
Asn-linked glycan from Gram-negative Bacterium
12186869
PubMed PMID
http://www.jbc.org/cgi/content/full/277/45/42530?view=long&pmid=12186869
9335564
PubMed PMID
12441112
PubMed PMID
19054759
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/19054759?ordinalpos=2&itool=EntrezSystem2.PEntrez.Pubmed.Pubmed_ResultsPanel.Pubmed_DefaultReportPanel.Pubmed_RVDocSum
for Bindu Abraham
Biochemistry, 1970, 9 (2), pp 251–258 DOI: 10.1021/bi00804a010
Journal
http://pubs.acs.org/doi/abs/10.1021/bi00804a010
Bifunctional Acyltransferase/Decarboxylase LnmK as the Missing Link for beta-Alkylation in Polyketide Biosynthesis, J. Am. Chem. Soc., 2009, 131 (20), pp 6900-6901
Journal
http://pubs.acs.org/doi/abs/10.1021/ja9012134
structural isomer to succinyl
The electrophilic moiety of the chemical forms a direct bond with the thiol bond of the cysteine. As a result, there are no losses of elements and the final adduct has the monoisotopic mass of the chemical at 820.3360 added to a cysteine at SH side chain.
Used in SILAC PTM (glygly) experiment
heavy glygly lysine
12716131
PubMed PMID
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
product of beta elimination of phospho- or glycosylated-Ser with addition of ethylamine
product of beta elimination of phospho- or glycosylated-Ser with addition of beta Mercapto Ethanol
Sigma datasheet
Other
http://www.sigmaaldrich.com/etc/medialib/docs/Sigma/Datasheet/6/41022dat.Par.0001.File.tmp/41022dat.pdf
Fluorescence depletion mechanisms in super-resolving STED microscopy
Journal
https://doi.org/10.1016/j.cplett.2007.06.017
Enrichment and site-mapping of O-Linked N-Acetylglucosamine by a combination of chemical/enzymatic tagging, photochemical cleavage, and electron transfer dissociation (ETD) mass spectrometry
Journal
https://doi.org/10.1074/mcp.M900268-MCP200
Effects of Tryptic peptide esterification in MALDI mass spectrometry Anal. Chem. 2005, 77, 4185-4193
Journal
http://pubs.acs.org/doi/abs/10.1021/ac0481250
This peptide is generated from a formic acid digest
ValPheGlnGlnGlnThrGlyGly
ValIleGluValTyrGlnGluGlnThrGlyGly
14660678
PubMed PMID
11733505
PubMed PMID
Fontana A. Biochemistry. vol 7. 980-986 (1968)
derivatization of Trp residues using the 2,4-dinitrophenyl-sulfenyl chloride (DNPS-Cl) reagent, that leads to a Trp derivative with the DNPS label attached at 2-position of the indole nucleus.
Trp modification with 2,4-Dinitrobenzenesulfenyl
Fontana A. Methods Enzymol 25 482-494 (1972)
Journal
Fontana A. Biochemistry. vol 7. 971-979 and 980-986 (1968)
Journal
Fontana A. Biochemical and biophysical research communications. vol. 25 (2). 170-174 (1966)
Journal
Pierce data sheet
Misc. URL
http://www.piercenet.com/files/1763dh4.pdf
Pierce data sheet
Misc. URL
http://www.piercenet.com/files/1763dh4.pdf
Label:15N(2)2H(9)
Boutaud O, Brame CJ, Salomon RG, Roberts LJ 2nd, Oates JA. Characterization of the lysyl adducts formed from prostaglandin H2 via the levuglandin pathway. Biochemistry. 1999 Jul 20;38(29):9389-96.
PubMed PMID
10413514
Boutaud O, Brame CJ, Salomon RG, Roberts LJ 2nd, Oates JA. Characterization of the lysyl adducts formed from prostaglandin H2 via the levuglandin pathway. Biochemistry. 1999 Jul 20;38(29):9389-96.
PubMed PMID
10413514
Boutaud O, Brame CJ, Salomon RG, Roberts LJ 2nd, Oates JA., Characterization of the lysyl adducts formed from prostaglandin H2 via the levuglandin pathway. Biochemistry. 1999 Jul 20;38(29):9389-96.
PubMed PMID
10413514
Biochem. J. (1999) 344 (109–116)
Journal
http://www.biochemj.org/bj/344/0109/bj3440109.htm
Superoxide dismutase [Cu-Zn]
Misc. URL
http://www.uniprot.org/uniprot/P07509
18448829
PubMed PMID
ELGMEEEDVIEVYQEQTGG
FDGQPINETDTPAQLEMEDEDTIDVFQQQTGG
22835833
PubMed PMID
Li, Ricordel, Tong, Schopfer, Baud, Megarbane, Maury, Masson and Lockridge; Carbofuran poisoning detected by mass spectrometry of butyrylcholinesterase adduct in human serum. J Applied Toxicol 29, 149-155 (2009)
Journal
22835833
PubMed PMID
18925771
PubMed PMID
Created for Bindu Abraham 12/22/09
18925771
PubMed PMID
Created for Bindu Abraham 12/22/09
10666460
PubMed PMID
Created for Michael (Brad) Strader 2/12/10
glucosone
Journal
http://pubs.acs.org/doi/full/10.1021/jf9019085
SILAC+PTM
DIMETH
FindMod
SILAC introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
Stable-isotope dimethyl labeling for quantitative proteomics
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/14670044?dopt=AbstractPlus
Tandem Mass Tag® and TMT® are registered Trademarks of Proteome Sciences plc.
John.C.Rogers@thermo.com
Other
Cysteine Reactive Tandem Mass Tags for Subproteome Labeling, Enrichment and Quantitation
Misc. URL
http://bit.ly/1GBnaC8
This modification describes the native cysteine-reactive cysTMT Reagent without isotopic label. Upon CID, this reagent releases a reporter ion of 126.127725 (monoisotopic mass).
Tandem Mass Tag® and TMT® are registered Trademarks of Proteome Sciences plc.
John.C.Rogers@thermo.com
Other
Cysteine Reactive Tandem Mass Tags for Subproteome Labeling, Enrichment and Quantitation
Misc. URL
http://bit.ly/1GBnaC8
This modification describes the isobaric sixplex cysteine-reactive cysTMT6 Reagents with isotopic labels. Upon CID, these reagents release reporter ions of 126.127725, 127.131079, 128.134433, 129.137787, 130.141141, and 131.138176 (monoisotopic mass).
this is a "virtual modification", as it only accounts for the structure of the MS/MS fragment as it occurs in Top-Down MS/MS analyses. This must be accounted for in MS³-analysis of z+2 ions
sometimes observed after elution of phosphopeptides from TiO2 with ammonium hydroxide
maleimide biotinylated
Datasheet for Sigma Aldrich product.
Other
http://www.sigmaaldrich.com/catalog/DataSheetPage.do?brandKey=SIGMA&symbol=B1267
15449375
PubMed PMID
Metabolic labeling with ammonium sulfate (15N)
19664813
PubMed PMID
Metabolic labeling with ammonium sulfate (15N)
19664813
PubMed PMID
Metabolic labeling with ammonium sulfate (15N)
19664813
PubMed PMID
amino_sulfate
Dieterich DC et al., (2007) Labelling, detection and identification of newly synthesized proteomes with bioorthogonal non-canonical amino acid tagging. Nature Protocols 2(3): 532-40
Journal
Methionine (C5H11NO2S) is substituted in culture with azidohomoalanine (AHA - C4H8N4O2). The azide group reacts with the alkyne group propargylglycine-NH2. As a result the side chain of methionine (C3H7S) is substituted by C7H12N5O.
Dieterich DC et al., (2007) Labeling, detection and identification of newly synthesized proteomes with bioorthogonal non-canonical amino acid tagging. Nature Protocols 2(3): 532-40.
Journal
Methionine (C5H11NO2S) is substituted in culture with azidohomoalanine (AHA - C4H8N4O2). The azide group reacts with the alkyne group DDDDK-propargylglycine-NH2. As a result the side chain of methionine (C3H7S) is substituted by C29H44N11O14.
18771724
PubMed PMID
Created for Bindu Abraham 2010-10-05
18771724
PubMed PMID
Created for Bindu Abraham 2010-10-05
Carboxyamidomethylation of selenocysteine
18283440
PubMed PMID
formaldehyde adduct
thiazolidine-2-carboxylic acid
65126-70-7
CAS Registry
Formation of E-Formyllysine on Silver-stained Proteins
Journal
https://doi.org/10.1074/mcp.M600279-MCP200
formaldeyde induced formation of thioproline
Reference M1602 Invitrogen
Invitrogen data sheet
Misc. URL
http://products.invitrogen.com/ivgn/product/M1602?ICID=search-m1602
8326953
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed?term=8326953
18160050
PubMed PMID
17637042
PubMed PMID
Created for Bindu Abraham 2011-01-25
C.-H. Feng, C.-Y. Lu, Analytica Chimica Acta 684 (2011) 80–86
Journal
https://doi.org/10.1016/j.aca.2010.10.042
Ahx residues were incroporated by Fmoc synthesis, the reagent has a part number of 852053.
Other
http://www.emdchemicals.com/life-science-research/fmoc-epsilon-ahx-oh/EMD_BIO-852053/p_uuid?WT_oss=852053&WT_oss_r=1
Quantification of Protein Sulfenic Acid Modifications Using Isotope-Coded Dimedone and Iododimedone
Journal
https://doi.org/10.1002/anie.201007175
Quantification of Protein Sulfenic Acid Modifications Using Isotope-Coded Dimedone and Iododimedone
Journal
https://doi.org/10.1002/anie.201007175
36892
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed?term=A%20new%20cleavable%20reagent%20for%20cross-linking%20and%20reversible%20immobilization%20of%20proteins
3001048
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed?term=Characterization%20of%20the%20cell%20surface%20receptor%20for%20a%20multi-lineage%20colony-stimulating%20factor%20%28CSF-2%20%29
212103
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/212103
1262347
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/1262347
322714
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/322714
8457554
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/8457554
1931231
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/1931231
6490581
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed?term=6490581
16548032
PubMed PMID
Dimethyl pimelimidate dead-end crosslink
2144419
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed?term=Macromolecular%20association%20of%20ADP-ribosyltransferase%20and%20its%20correlation%20with%20enzymic%20activity
14696200
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed?term=Chemical%20cross-linking%20and%20mass%20spectrometry%20for%20mapping%20three-dimensional%20structures%20of%20proteins%20and%20protein%20complexes
Cleavage product of EGS protein crosslinks by hydroylamine treatment
36892
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed?term=a%20new%20cleavable%20reagent%20for%20cross-linking%20and%20reversible%20immobilization
SecNEM
reaction
Misc. URL
http://www.chemistry.ucsc.edu/~fink/231/Image118.gif
18283440
PubMed PMID
12777388
PubMed PMID
11813307
PubMed PMID
SecNEM D5
18283440
PubMed PMID
12777388
PubMed PMID
reaction
Misc. URL
http://www.chemistry.ucsc.edu/~fink/231/Image118.gif
11813307
PubMed PMID
desthiobiotin-GTP
desthiobiotin-ADP
desthiobiotin-ATP
Patricelli, M.P., et al. (2007). Functional interrogation of the kinome using nucleotide acyl phosphates. Biochemistry 46:350-8
Journal
Kinase Enrichment Kits and Probes
Misc. URL
http://www.lifetechnologies.com/order/catalog/product/88310
GTPase Enrichment Kit and Probes
Misc. URL
http://www.lifetechnologies.com/order/catalog/product/88314
ActivX TAMRA-FP Serine Hydrolase Probe
TAMRA-alkyl-FP
Serine Hydrolase Probes
Misc. URL
http://www.piercenet.com/browse.cfm?fldID=0842EF3A-D867-AEA2-6E77-E84116CAA87C
Liu, Patricelli and Cravatt. (1999) Activity-based protein profiling: The serine hydrolases. Proc Natl Acad Sci USA 96:14694-14699
Journal
Okerberg, E.S., et al. (2005). High-resolution functional proteomics by active-site peptide profiling. Proc Natl Acad Sci USA 102(14):4996-5001.
Journal
TAMRA-FP was designed to label the active site serine of serine hydrolases (e.g. esterases, peptidases, lipases)
Maleimide-PEG2-Biotin + Water
Lab observation analagous to hydrolysis of N-Ethylmaleimide
Other
http://www.piercenet.com/Products/Browse.cfm?fldID=01031005
putrescine Q-PUT
20942800
PubMed PMID
10542236
PubMed PMID
Uncovering protein polyamination by the spermine‑specific
antiserum and mass spectrometric analysis
Journal
https://doi.org/10.1007/s00726-014-1879-8
Deoxyhypusine synthase catalyzes the formation of a deoxyhypusine by transferring an aminobutyl moiety from spermidine onto a conserved lysine residue within the eIF5A
20942800
PubMed PMID
Regulation of eIF5A by deoxyhypusine acetylation/deacetylation
20942800
PubMed PMID
Regulation of eIF5A by hypusine acetylation/deacetylation
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
Misacylation of the tRNA or editing of the charged tRNA
J Am Chem Soc. 2010 Dec 29;132(51):18351-60. Epub 2010 Dec 8.
Cleavable biotin probes for labeling of biomolecules via azide-alkyne cycloaddition.
Szychowski J, Mahdavi A, Hodas JJ, Bagert JD, Ngo JT, Landgraf P, Dieterich DC, Schuman EM, Tirrell DA.
Journal
J Am Chem Soc. 2010 Dec 29;132(51):18351-60. Epub 2010 Dec 8.rnCleavable biotin probes for labeling of biomolecules via azide-alkyne cycloaddition.rnSzychowski J, Mahdavi A, Hodas JJ, Bagert JD, Ngo JT, Landgraf P, Dieterich DC, Schuman EM, Tirrell DA.
Journal
Sulfo-SBED Label Transfer ReagentrnReaction path that does not remove one Hidrogen atom from the target peptide
Sulfo-SBED Biotin Label Transfer Reagent and Kit
Other
http://www.piercenet.com/browse.cfm?fldID=23A2097D-0154-4B13-9D95-3F08AAD8B2C9
Sulfo-SBED Label Transfer Reagent. Reaction path that removes one Hydrogen atom from the target peptide
Sulfo-SBED Biotin Label Transfer Reagent and Kit
Other
http://www.piercenet.com/browse.cfm?fldID=23A2097D-0154-4B13-9D95-3F08AAD8B2C9
Chemical datasheet
Misc. URL
http://www.chemblink.com/products/2756-87-8.htm
Fumaric acid esters exert neuroprotective effects in neuroinflammation via activation of the Nrf2 antioxidant pathway
Journal
http://brain.oxfordjournals.org/content/134/3/678.short?rss=1
methyl hydrogen fumarate - Compound Summary (CID 5369209)
PubMed PMID
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=5369209
Believed to be created in a secondary reaction after initial formation of an adduct between the organophosphate 2-(o-cresyl)-4H-1,3,2-benzodioxaphosphorane-2-one and Tyr or Ser in proteins.
Schopfer, Furlong and Lockridge; Development of diagnostics in the search for an explanation of aerotoxic syndrome; Anal Biochem 404, 64-74 (2010)
Journal
Created by hydrolysis of the product of the reaction of 2-(o-cresyl)-4H-1,3,2-benzodioxaphosphorane-2-one with amino acids residues in proteins.
Schopfer, Furlong and Lockridge; Development of diagnostics in the search for an explanation of aerotoxic syndrome; Anal Biochem 404, 64-74 (2010)
Journal
Created by reaction of 2-(o-cresyl)-4H-1,3,2-benzodioxaphosphorane-2-one with amino acid residues in proteins.
Active site DUB cystine modification with Br Ub probe
Trypsin Digestion reminant of Ub Br probe
Chemistry and Biology
Volume 9, Issue 10, 1 October 2002, Pages 1149-1159
Chemistry-based functional proteomics reveals novel members of the deubiquitinating enzyme family
Journal
http://www.cell.com/chemistry-biology/abstract/S1074-5521%2802%2900248-X
LifeSensors data sheet
Misc. URL
http://www.enzolifesciences.com/fileadmin/reports/els_0a605e18ec.pdf
Active site DUB cystine modification with VME Ub probe
Trypsin Digestion reminant of Ub VMEr probe
LifeSensors data sheet
Misc. URL
http://www.lifesensors.com/pdf/Ub-VME_datasheet.pdf
Chemistry and Biology
Volume 9, Issue 10, 1 October 2002, Pages 1149-1159
Chemistry-based functional proteomics reveals novel members of the deubiquitinating enzyme family
Journal
http://www.cell.com/chemistry-biology/abstract/S1074-5521%2802%2900248-X
Active site DUB cystine modification with Ub amide probe
Trypsin Digestion reminant of Ub amide probe
Unpublished chemically synthesized protein modification tool.
Active site DUB cystine modification with Fluorescein Ub probe
Trypsin Digestion reminant of Ub Fluorescein probe
Unpublished chemically synthesized protein modification tool.
Dimethyl fumarate - Compound Summary
PubMed PMID
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=637568&loc=ec_rcs
21738222
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/21738222
SILAC
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
Homocysteine can take part in disulfide exchange reactions with S-S bonds in proteins, thus forming S-homocysteinylated proteins
Perla-Kajan J., Twardowski T., Jakubowski H. Amino Acids. 2007. V. 32. № 4. P. 561–572.
Jakubowski H. J. Nutr. 2006. V. 136. 6S Suppl. P. 1741S–1749S.
Jakubowski H. J. Biol. Chem. 2002. V. 277.№ 34. P. 30425–30428.
Jakubowski H., Zhang L., Bardeguez A., Aviv A. Circ. Res. 2000. V. 87. № 1. P. 45–51.
Glushchenko A. V., Jacobsen D. W. Antioxid. Redox Signal. 2007. V. 9. P. 1883–1898.
Journal
SILAC
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
Side product of the three component Ugi-Joullie reaction. Pirrolidine is reacted with a isocianide modificated peptide (CNGGHHHHHH) to get a Pro-Gly-GGHHHHHH. The main product is the C-terminal modified protein. Unlikely Asp and Glu can react.
N-Homocysteine thiolactone is an acylating agent and can react with the E amino group of lysine residues
Perla-Kajan J., Twardowski T., Jakubowski H. Amino Acids. 2007. 32(4) 561-572. Jakubowski H. J. Nutr. 2006. 136(6S) Suppl. 1741S-1749S. Jakubowski H. Cell. Mol. Life Sci. 2004. 61(4). 470-487. Jakubowski H. J. Biol. Chem. 2002. 277(34) 30425-30428.
Journal
Side product of the three component Ugi-Joullie reaction. Pirrolidine is reacted with a isocianide modificated glycine to get Protein-Pro-Gly. The main product is the C-terminal modified protein. Unlikely Asp and Glu can react.
Cysteine residue reacts with a chlorinated dipyridyl ligand to get a monoalkylated Cys-L1. The only product is this single cys mutant modified on that position.
(4-hydroxy-1-methyl-4-phenylpiperidin-3-yl)(phenyl)methanone
3-benzoyl-1-methyl-4-phenyl-4-piperidinol
Effects of Mannich bases on cellular glutathione and related enzymes of Jurkat cells in culture conditions
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/11869872
Side product of the three component Ugi-Joullie reaction. Pirrolidine is reacted with a isocianide modificated glycine to get Protein-Pro-Gly-Pro-Gly. The main product is the C-terminal modified protein. Unlikely Asp and Glu can react.
(2-Imino-2-methoxyethyl 1-thioglycoside)
Biochemistry, 1976, 15 (18), 3956
Journal
Modification by Hex(2) NeuAc using IME coupling to get glycosylated proteins
J. Proteome Res., 2009, 8 (2), pp 900–906
Journal
https://doi.org/10.1021/pr8005155
18511913
PubMed PMID
Mentioned by Marshall Bern
Triplex protein quantification based on stable isotope labeling by peptide dimethylation applied to cell and tissue lysates. Boersema PJ, Aye TT, van Veen TA, Heck AJ, Mohammed S. Proteomics. 2008 Nov;8(22):4624-32
Journal
15782174
PubMed PMID
This peptide is generated from a trypsin/chymotrypsin dual digest.
This peptide is generated from a trypsin/chymotrypsin dual digest.
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
For SILAC experiments
Low abundance
Very low abundance
Very low abundance
Very low abundance
Applied Biosystems mTRAQ(TM) reagent
Applied Biosystems mTRAQ(TM) Reagents
Misc. URL
http://www3.appliedbiosystems.com/cms/groups/psm_support/documents/generaldocuments/cms_054141.pdf
propyl ester
propyl ester
propyl ester
propyl ester
Effects of Mannich bases on cellular glutathione and related enzymes of Jurkat cells in culture conditions
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/11869872
Investigating protein haptenation mechanisms of skin sensitisers using human serum albumin as a model protein. Aleksic et al, Toxicol in Vitro 21 (2007) 723-733
Journal
http://www.ncbi.nlm.nih.gov/pubmed/17317089
Cy3 mono-functional maleimides are used for the selective labeling of molecules containing free sulfhydryl groups, such as cysteine residues in proteins and peptides and oligonucleotides.
company website
Other
http://www.gelifesciences.com/webapp/wcs/stores/servlet/productById/en/GELifeSciences-us/25800673
Product Specification Sheet
Other
https://www.gelifesciences.com/gehcls_images/GELS/Related%20Content/Files/1314787424814/litdocPA23031PS%20Rev%20D%202007_20110831133515.pdf
21778411
PubMed PMID
21778411
PubMed PMID
9632657
PubMed PMID
21704744
PubMed PMID
Effects of Mannich bases on cellular glutathione and related enzymes of Jurkat cells in culture conditions
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/11869872
3-benzoyl-1-methyl-4-phenyl-4-piperidinol demethyl damino
Effects of Mannich bases on cellular glutathione and related enzymes of Jurkat cells in culture conditions
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/11869872
adds 132 Da to K side chain
Added mass is reduced by 1 H to reflect that first charge state requires no proton addition
Replaces one of the N-terminal H atoms with C9H12N2O
J. of American Society for Mass Spectrometry,
M. Zimnicka, et al. "Tunable Charge Tags for Electron-Based Methods of Peptide Sequencing: Design and Applications" June 2011 pgs 608 -620
Journal
Maleimide-PEG2-Biotin + 2Water
Lab observation analagous to hydrolysis of N-Ethylmaleimide
Other
http://www.piercenet.com/browse.cfm?fldID=01031005
Low abundance
Anal. Chem., 2010, 82 (7), pp 2817–2825
Journal
https://doi.org/10.1021/ac902778d
Different channels have the same nominal mass but slightly different exact masses.
Low abundance
Representative, nominal mass for all four tags
Anal. Chem., 2010, 82 (7), pp 2817–2825
Journal
https://doi.org/10.1021/ac902778d
Different channels have the same nominal mass but slightly different exact masses.
Low abundance
Anal. Chem., 2010, 82 (7), pp 2817–2825
Journal
https://doi.org/10.1021/ac902778d
Different channels have the same nominal mass but slightly different exact masses.
Low abundance
Anal. Chem., 2010, 82 (7), pp 2817–2825
Journal
https://doi.org/10.1021/ac902778d
Different channels have the same nominal mass but slightly different exact masses.
Improved detection of intact tyrosine sulfate-containing peptides by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry in linear negative ion mode.
Entrez
http://www.ncbi.nlm.nih.gov/pubmed/19857600
Investigating protein haptenation mechanisms of skin sensitisers using human serum albumin as a model protein, Aleksic et al, Toxicology in vitro, 21 (2007) 723-733
Journal
Mass spectrometric identification of covalent adducts of skin allergen 2,4-dinitro-1-chlorobenzene, Aleksic et al, Toxicology in Vitro, 22 (2008) 1169-1176
Journal
Chemical reaction with 2,4-dinitro-1-chloro benzene (DNCB) by nucleophilic attack on electrophilic amino acid side chains
NEMS
Chemistry of Protein Conjugation and Crosslinking by Shan S. Wong, 1991, pg.32
Book
Sulfur dioxide acts as a novel endogenous gaseous signaling molecule in the cardiovascular system
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/21740851
NEMSwater
Chemistry of Protein Conjugation and Crosslinking by Shan S. Wong, 1991, pg.32
Book
Thompson, Vanessa R. and DeCaprio, Anthony P. "Covalent Adduction of Nitrogen Mustards to Model Protein Nucleophiles" Chem. Res. Toxicol., 2013, 26 (8), pp 1263-1271
Journal
http://pubs.acs.org/doi/abs/10.1021/tx400188w
PMID 23908237
'Functional lysine modification by an intrinsically reactive primary glycolytic metabolite.' Moellering and Cravatt (2013) Science 341 (6145) 549-53.
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/?term=23908237
Thompson, Vanessa R.; DeCaprio, Anthony P. "Covalent Adduction of Nitrogen Mustards to Model Protein Nucleophiles" Chem. Res. Toxicol., 2013, 26 (8), pp 1263 - 1271
Journal
http://pubs.acs.org/doi/abs/10.1021/tx400188w
CysNEM D5 hydrolised
Chemistry of protein conjugation and crosslinking by Shan S. Wong, 1991
Book
Lab based observation that D5 NEM hydrolyses in an analogous way to NEM
Identification of 67 Histone Marks and Histone Lysine Crotonylation as a New Type of Histone Modification, Tan et al., Cell 146(6) 1016–1028 2011
Journal
https://doi.org/10.1016/j.cell.2011.08.008
tabun
Carletti, Li, Li, Ekstrom, Nicolet, Loiodice, Gillon, Froment, Lockridge, Schopfer, Masson & Nachon; J Am Chem Soc 130, 16011 (2008)
Journal
Adduct formed upon reaction of the organophosphate tabun with the active site serine of serine esterases/proteases such as butyrylcholinestease.
aged tabun
Carletti, Li, Li, Ekstrom, Nicolet, Loiodice, Gillon, Froment, Lockridge, Schopfer, Masson & Nachon [J Am Chem Soc 130, 16011 (2008)
Journal
This adduct is a consequence of hydrolysis of the initial adduct formed by tabun (aging) on the active site serine of serine esterases/proteases such as butyrylcholinesterase.
Reanalysis of phosphoproteomics data uncovers ADP-ribosylation sites. Matic et al. (2012) Nature Methods 9, 771–772
Journal
http://www.nature.com/nmeth/journal/v9/n8/full/nmeth.2106.html
15883371
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/15883371
8895467
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/8895467
10200165
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/10200165
Thermo #21911
Pierce EZ-Link Maleimide-PEG11-Biotin
Misc. URL
http://www.piercenet.com/browse.cfm?fldID=E3862D31-9A5C-4F0A-9879-F600D33BD926
iodoTMTzero
iodoTMT0
Tandem Mass Tag® and TMT® are registered Trademarks of Proteome Sciences plc.
John.C.Rogers@thermo.com
Other
Tandem Mass Tag Reagents, Cysteine-Reactive
Misc. URL
http://www.lifetechnologies.com/order/catalog/product/90100
This modification describes the native iodoTMT Reagent without isotopic label. Upon CID, this reagent releases a reporter ion of 126.127725(monoisotopic mass).
iodoTMTsixplex
iodoTMT6
Tandem Mass Tag® and TMT® are registered Trademarks of Proteome Sciences plc.
John.C.Rogers@thermo.com
Other
Tandem Mass Tag Reagents, Cysteine-Reactive
Misc. URL
http://www.lifetechnologies.com/order/catalog/product/90102
This modification describes the native iodoTMT Reagent without isotopic label. Upon CID, this reagent releases a reporter ions of 126.127725, 127.124760, 128.134433, 129.131468, 130.141141, and 131.138176 (monoisotopic mass).
K4
For SILAC experiments
ABRF Delta Mass
Misc. URL
http://www.abrf.org/index.cfm/dm.details?DMID=275&AvgMass=258&Margin=0
18083862
PubMed PMID
protein alkylation by Michael acceptor methyl vinyl sulfone
Protein reactions with methyl and ethyl vinyl sulfones.
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/?term=2475130
SILAC
Silac introduction
Misc. URL
http://www.pil.sdu.dk/silac_intro.htm
protein alkylation by Michael acceptor ethyl vinyl sulfone
Protein reactions with methyl and ethyl vinyl sulfones.
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/2475130
Reactions of proteins with ethyl vinyl sulfone.
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/1242713
protein alkylation by Michael acceptor phenyl vinyl sulfone
Aryl vinyl sulfonates and sulfones as active site-directed and mechanism-based probes for protein tyrosine phosphatases.
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/18528979
This is a chemical derivatization of the PLP imine with sodium borohydride to reduce imine bound through lysine epsilon amine group to chemical stable amine linkage
Pyridoxal Phosphate reduced
We are currently trying to profile the PLP proteins of various bacteria and locate their binding sites using LC-MS of trypsin treated proteins. Under these condition the PLP imine is cleaved and therefore we need to reduce the imine bond to the chemical stable amine using sodium borohydride
Other
20169556
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/20169556
Bern, M; Saladino, J; Sharp J.S. Rapid Communications Mass Spectrometry (2010), 24(6):768-772
Journal
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2935272/
From exposure to hydroxylamine (used with TMT)
From exposure to hydroxylamine (used with TMT)
24103186
PubMed PMID
6-[Fluorescein-5(6)-carboxamido]hexanoic acid N-hydroxysuccinimide ester, [114616-31-8]
CAS Registry
Low abundance
Isobaric labeling reagent from Omic Biosystems, Inc.
AKA DiART6plex114
Revival of deuterium-labeled reagents for protein quantitation, Zeng D. and Li S.
Journal
https://doi.org/10.1039/b906335h
Novel and cost-effective 6-plex isobaric tagging reagent, DiART, is effective for identification and relative quantification of complex protein mixtures using PQD fragmentation, Ramsubramaniam N. et al.
Journal
https://doi.org/10.1002/jms.3249
Different tags have the same nominal mass but slightly different exact masses. Use this modification for all tags for quantitation purposes. Monoisotopic masses of the fragment ions to be quantified are 114.12827, 115.12531, 116.14082, 117.13786, 118.14752, 119.14456
Low abundance
Isobaric labeling reagent from Omic Biosystems, Inc.
Revival of deuterium-labeled reagents for protein quantitation, Zeng D. and Li S.
Journal
https://doi.org/10.1039/b906335h
Novel and cost-effective 6-plex isobaric tagging reagent, DiART, is effective for identification and relative quantification of complex protein mixtures using PQD fragmentation, Ramsubramaniam N. et al.
Journal
https://doi.org/10.1002/jms.3249
Different tags have the same nominal mass but slightly different exact masses.
Low abundance
Isobaric labeling reagent from Omic Biosystems, Inc.
Novel and cost-effective 6-plex isobaric tagging reagent, DiART, is effective for identification and relative quantification of complex protein mixtures using PQD fragmentation, Ramsubramaniam N. et al.
Journal
https://doi.org/10.1002/jms.3249
Revival of deuterium-labeled reagents for protein quantitation, Zeng D. and Li S.
Journal
https://doi.org/10.1039/b906335h
Different tags have the same nominal mass but slightly different exact masses.
Low abundance
Isobaric labeling reagent from Omic Biosystems, Inc.
Revival of deuterium-labeled reagents for protein quantitation, Zeng D. and Li S.
Journal
https://doi.org/10.1039/b906335h
Novel and cost-effective 6-plex isobaric tagging reagent, DiART, is effective for identification and relative quantification of complex protein mixtures using PQD fragmentation, Ramsubramaniam N. et al.
Journal
https://doi.org/10.1002/jms.3249
Different tags have the same nominal mass but slightly different exact masses.
Low abundance
Isobaric labeling reagent from Omic Biosystems, Inc.
Revival of deuterium-labeled reagents for protein quantitation, Zeng D. and Li S.
Journal
https://doi.org/10.1039/b906335h
Novel and cost-effective 6-plex isobaric tagging reagent, DiART, is effective for identification and relative quantification of complex protein mixtures using PQD fragmentation, Ramsubramaniam N. et al.
Journal
https://doi.org/10.1002/jms.3249
Different tags have the same nominal mass but slightly different exact masses.
Isotope-coded, iodoacetamide-based reagent to determine individual cysteine pK(a) values by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry
Journal
http://www.sciencedirect.com/science/article/pii/S0003269707007907
Isotope-coded, iodoacetamide-based reagent to determine individual cysteine pK(a) values by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry
Journal
http://www.sciencedirect.com/science/article/pii/S0003269707007907
Sigma DAP data sheet
Misc. URL
http://www.sigmaaldrich.com/catalog/product/sigma/07036?lang=en®ion=GB
Pierce DSP data sheet
Misc. URL
http://www.piercenet.com/product/dsp-lomants-reagent
Cross-linking of the proteins in the outer membrane of Escherichia coli
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/322714?dopt=AbstractPlus
Gram negative peptidoglycan amino acid (DAP) mono-linked to DSP
10597-89-4
CAS Registry
Gram negative peptidoglycan saccharide amide bonded to Alanine
Cambridge Isotopes DNLM-7543-PK
Cambridge Isotopes DNLM-7543-PK
Misc. URL
http://shop.isotope.com/productdetails.aspx?id=10032309&itemno=DNLM-7543-PK
For SILAC experiments
Arg-Pro conversion of Label:2H(7)15N(4)
Cambridge Isotopes DNLM-7543-PK
Misc. URL
http://shop.isotope.com/productdetails.aspx?id=10032309&itemno=DNLM-7543-PK
For SILAC experiments
The cleavage products of SUMO-2 and SUMO-3 are indistinguishable
UniCarbKB 1187
Misc. URL
http://www.unicarbkb.org/structure/1187
Pyro-carbamidomethyl as a delta from Carbamidomethyl-Cys
pyruvic acid from N-term ser
oxobutanoic acid from N term Thr
Uncovering protein polyamination by the spermine‑specific
antiserum and mass spectrometric analysis
Misc. URL
https://doi.org/10.1007/s00726-014-1879-8
NHS-PEG4-Biotin
EZ-Link NHS-PEG4-Biotin Reagents
Misc. URL
http://www.lifetechnologies.com/order/catalog/product/21330
also available as 21329, 21362, 21363
8326953
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed?term=8326953
A8BE94
Swiss-Prot
http://www.uniprot.org/uniprot/A8BE94
12923198
PubMed PMID
Conjugation of fluorescein-tyramine to a protein. The fluorescein-tyramide is covalently linked to a protein tyrosine side chain via peroxidase-mediated formation of the dityrosine adduct.
Misc. URL
http://www.biosyn.com/tew/tyramide-signal-amplification.aspx
observed in monoclonal antibodies
GlycomeDB Entry 13,423
Other
http://www.glycome-db.org/database/showStructure.action?glycomeId=13423
ACS Book series: "State-of-the-Art and Emerging Technologies for Therapeutic Monoclonal Antibody Characterization"rnVolume 1 - Monoclonal Antibody Therapeutics: Structure, and Regulatory Space
Book
http://pubs.acs.org/isbn/9780841230262
PMID:23924801 rnCorrect primary structure assessment and extensive glyco-profiling of cetuximab by a combination of intact, middle-up, middle-down and bottom-up ESI and MALDI mass spectrometry techniques.
PubMed PMID
http://www.ncbi.nlm.nih.gov/pubmed/23924801
Triton X-114
Triton X-100
NG sequence specifically after deamidation - Deamidated Asparagine with adjacent glycine are prone for this modification.
tris adduct at asparagine
tris adduct at IgG causes 104 Da addition
JASMS 27(10), 1677–1685 (2016)
Journal
http://link.springer.com/article/10.1007/s13361-016-1447-4
Iris Biothech GmbH LS-3500
Misc. URL
http://www.iris-biotech.de/ls-3500
LRGG ubiquitin remnant with dimethylated Arg
LRGG remnant of ubiquitin remaining attached to lysine with missed cleavage due to dimethylation of arginine
Photo-cross-linking and high-resolution mass spectrometry for assignment of RNRNA-binding sites in RNRNA-binding proteins
Journal
https://doi.org/10.1038/nmeth.3092
GEE (glycine ethyl ester) is a substrate for the enzyme Factor XIII for cross-linking to fibrinogen
LRGG ubiquitin remnant with methylated Arg
LRGG remnant of ubiquitin remaining attached to lysine with missed cleavage due to methylation of arginine
4-acetamido-4'-((iodoacetyl)amino)stilbene-2,2'-disulfonic acid