Chapter 15 Detection and Characterization of Peroxynitrite-Induced Modifications of Tyrosine, Tryptophan, and Methionine Residues by Tandem Mass Spectrometry

Methods in Enzymology

Volumn 441, Issue , 2008, Pages 283-294

  Rebrin, Igor ^a   Bregere, Catherine ^a   Gallaher, Timothy K ^a   Sohal, Rajindar S ^a  

^a UNIVERSITY OF SOUTHERN CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

3 OXOACID COENZYME A TRANSFERASE; METHIONINE; PEPTIDE DERIVATIVE; PEROXYNITRITE; TRYPTOPHAN; TYROSINE; TYROSYLGLYCYLASPARTYLLEUCYLALANYLASPARAGINYLTRYPTOPHYL METHIONYLISOLEUCYLPROLYLGLYCYLLYSINE; UNCLASSIFIED DRUG; DRUG DERIVATIVE; OLIGOPEPTIDE; PEROXYNITROUS ACID;

ADDITION REACTION; CHEMICAL ANALYSIS; DATA ANALYSIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; NITRATION; OXIDATION; PEPTIDE SYNTHESIS; PRIORITY JOURNAL; PROTEIN MODIFICATION; PROTEIN PURIFICATION; REVIEW; TANDEM MASS SPECTROMETRY; ANIMAL; CHEMISTRY; HUMAN; METABOLISM; METHODOLOGY; PHYSIOLOGY; SYNTHESIS;

ANIMALS; HUMANS; METHIONINE; OLIGOPEPTIDES; PEROXYNITROUS ACID; TANDEM MASS SPECTROMETRY; TRYPTOPHAN; TYROSINE;

EID: 52049093415     PISSN: 00766879     EISSN: None     Source Type: Book Series    
DOI: 10.1016/S0076-6879(08)01215-9     Document Type: Chapter

References (26)

1. Alvarez B., and Radi R. Peroxynitrite reactivity with amino acids and proteins. Amino Acids 25 (2003) 295-311
2. Beckman J.S. Ischaemic injury mediator. Nature 345 (1990) 27-28
3. Beckman J.S. Oxidative damage and tyrosine nitration from peroxynitrite. Chem. Res. Toxicol. 9 (1996) 836-844
4. Beckman J.S., Beckman T.W., Chen J., Marshall P.A., and Freeman B.A. Apparent hydroxyl radical production by peroxynitrite: Implications for endothelial injury from nitric oxide and superoxide. Proc. Natl. Acad. Sci. USA 87 (1990) 1620-1624
5. Elfering S.L., Sarkela T.M., and Giulivi C. Biochemistry of mitochondrial nitric-oxide synthase. J. Biol. Chem. 277 (2002) 38079-38086
6. Guan Z., Yates N.A., and Bakhtiar R. Detection and characterization of methionine oxidation in peptides by collision-induced dissociation and electron capture dissociation. J. Am. Soc. Mass Spectrom. 14 (2003) 605-613
7. Ikeda K., Yukihiro Hiraoka B., Iwai H., Matsumoto T., Mineki R., Taka H., Takamori K., Ogawa H., and Yamakura F. Detection of 6-nitrotryptophan in proteins by Western blot analysis and its application for peroxynitrite-treated PC12 cells. Nitric Oxide 16 (2007) 18-28
8. Ischiropoulos H. Biological tyrosine nitration: A pathophysiological function of nitric oxide and reactive oxygen species. Arch. Biochem. Biophys. 356 (1998) 1-11
9. Kanski J., Alterman M.A., and Schoneich C. Proteomic identification of age-dependent protein nitration in rat skeletal muscle. Free Radic. Biol. Med. 35 (2003) 1229-1239
10. Kanski J., Behring A., Pelling J., and Schoneich C. Proteomic identification of 3-nitrotyrosine-containing rat cardiac proteins: Effects of biological aging. Am. J. Physiol. Heart Circ. Physiol. 288 (2005) H371-H381
11. Kanski J., Hong S.J., and Schoneich C. Proteomic analysis of protein nitration in aging skeletal muscle and identification of nitrotyrosine-containing sequences in vivo by nanoelectrospray ionization tandem mass spectrometry. J. Biol. Chem. 280 (2005) 24261-24266
12. Koppenol W.H., Kissner R., and Beckman J.S. Syntheses of peroxynitrite: To go with the flow or on solid grounds?. Methods Enzymol. 269 (1996) 296-302
13. Nielson K.R., and Pennington M.W. Mass spectral analysis of peptides containing nitrobenzyl moieties. Lett. Peptide Sci. 2 (1995) 301-305
14. Paizs B., and Suhai S. Fragmentation pathways of protonated peptides. Mass Spectrom. Rev. 24 (2005) 508-548
15. Petersson A.S., Steen H., Kalume D.E., Caidahl K., and Roepstorff P. Investigation of tyrosine nitration in proteins by mass spectrometry. J. Mass Spectrom. 36 (2001) 616-625
16. Radi R. Nitric oxide, oxidants, and protein tyrosine nitration. Proc. Natl. Acad. Sci. USA 101 (2004) 4003-4008
17. Rebrin I., Bregere C., Kamzalov S., Gallaher T.K., and Sohal R.S. Nitration of tryptophan 372 in succinyl-CoA:3-ketoacid CoA transferase during aging in rat heart mitochondria. Biochemistry 46 (2007) 10130-10144
18. Sarver A., Scheffler N.K., Shetlar M.D., and Gibson B.W. Analysis of peptides and proteins containing nitrotyrosine by matrix-assisted laser desorption/ionization mass spectrometry. J. Am. Soc. Mass Spectrom. 12 (2001) 439-448
19. Sharov V.S., Galeva N.A., Kanski J., Williams T.D., and Schoneich C. Age-associated tyrosine nitration of rat skeletal muscle glycogen phosphorylase b: Characterization by HPLC-nanoelectrospray-tandem mass spectrometry. Exp. Gerontol. 41 (2006) 407-416
20. Turko I.V., and Murad F. Protein nitration in cardiovascular diseases. Pharmacol. Rev. 54 (2002) 619-634
21. Turko I.V., and Murad F. Mapping sites of tyrosine nitration by matrix-assisted laser desorption/ionization mass spectrometry. Methods Enzymol. 396 (2005) 266-275
22. Viner R.I., Ferrington D.A., Williams T.D., Bigelow D.J., and Schoneich C. Protein modification during biological aging: Selective tyrosine nitration of the SERCA2a isoform of the sarcoplasmic reticulum Ca2+-ATPase in skeletal muscle. Biochem. J. 340 Pt 3 (1999) 657-669
23. Yamakura F., and Ikeda K. Modification of tryptophan and tryptophan residues in proteins by reactive nitrogen species. Nitric Oxide 14 (2006) 152-161
24. Yamakura F., Matsumoto T., Ikeda K., Taka H., Fujimura T., Murayama K., Watanabe E., Tamaki M., Imai T., and Takamori K. Nitrated and oxidized products of a single tryptophan residue in human Cu,Zn-superoxide dismutase treated with either peroxynitrite-carbon dioxide or myeloperoxidase-hydrogen peroxide-nitrite. J. Biochem. 138 (2005) 57-69 (Tokyo)
25. Yarian C.S., Rebrin I., and Sohal R.S. Aconitase and ATP synthase are targets of malondialdehyde modification and undergo an age-related decrease in activity in mouse heart mitochondria. Biochem. Biophys. Res. Commun. 330 (2005) 151-156
26. Ye Y.Z., Strong M., Huang Z.Q., and Beckman J.S. Antibodies that recognize nitrotyrosine. Methods Enzymol. 269 (1996) 201-209