Detection of 3-nitrotyrosine in human platelets exposed to peroxynitrite by a new gas chromatography/mass spectrometry assay

Nitric Oxide - Biology and Chemistry

Volumn 2, Issue 5, 1998, Pages 350-359

  Jiang, Houli ^a   Balazy, Michael ^a  

^a NEW YORK MEDICAL COLLEGE   (United States)

Author keywords

3 nitrotyrosine; Gas chromatography mass spectrometry; Peroxynitrite; Platelets

Indexed keywords

3 NITROTYROSINE; ADENOSINE DIPHOSPHATE; ARACHIDONIC ACID; BIOCHEMICAL MARKER; CARBON 13; NITRIC OXIDE; NITRITE; NITROGEN DIOXIDE; PERCHLORIC ACID; PEROXYNITRITE; THROMBIN; THROMBOCYTE ACTIVATING FACTOR; TYROSINE;

ARTICLE; CONTROLLED STUDY; GAS CHROMATOGRAPHY; HUMAN; HUMAN CELL; MASS SPECTROMETRY; NITRATION; PRIORITY JOURNAL; QUANTITATIVE ASSAY; STANDARD; THROMBOCYTE FUNCTION;

EID: 0032463508     PISSN: 10898603     EISSN: None     Source Type: Journal    
DOI: 10.1006/niox.1998.0196     Document Type: Article

References (37)

1. Ischiropoulos H. Biological tyrosine nitration: A pathophysiological function of nitric oxide and reactive oxygen species. Arch. Biochem. Biophys. 356:1998;1-11.
2. Kooy N. W., Lewis S. J., Royall J. A., Ye Y. Z., Kelly D. R., Beckman J. S. Extensive tyrosine nitration in human myocardial inflammation: Evidence for the presence of peroxynitrite. Crit. Care Med. 25:1997;812-819.
3. Moriel P., Abdalla D. S. Nitrotyrosine bound to beta-VLDL-apoproteins: A biomarker of peroxynitrite formation in experimental atherosclerosis. Biochem. Biophys. Res. Commun. 232:1997;332-335.
4. Tanaka K., Shirai T., Nagata E., Dembo T., Fukuuchi Y. Immunohistochemical detection of nitrotyrosine in postischemic cerebral cortex in gerbil. Neurosci. Lett. 235:1997;85-88.
5. Smith M. A., Richey H. P., Sayre L. M., Beckman J. S., Perry G. Widespread peroxynitrite-mediated damage in Alzheimer's disease. J. Neurosci. 17:1997;2653-2657.
6. Skinner K. A., Crow J. P., Skinner H. B., Chandler R. T., Thompson J. A., Parks D. A. Free and protein-associated nitrotyrosine formation following rat liver preservation and transplantation. Arch. Biochem. Biophys. 342:1997;282-288.
7. Skatchkov M., Larina L. L., Larin A. A., Fink N., Bassenge E. Urinary nitrotyrosine content as a marker of peroxynitrite-induced tolerance to organic nitrates. J. Cardiovasc. Pharmacol. Therapeut. 2:1997;85-96.
8. Petruzzelli S., Puntoni R., Mimotti P., Pulera N., Baliva F., Fornai E., Giuntini C. Plasma 3-nitrotyrosine in cigarette smokers. Am. J. Respir. Crit. Care Med. 156:1997;1902-1907.
9. Zou M., Martin C., Ullrich V. Tyrosine nitration as a mechanism of selective inactivation of prostacyclin synthase by peroxynitrite. Biol. Chem. 378:1997;707-713.
10. Li X., De S. P., Song L., Beckman J. S., Jope R. S. Peroxynitrite modulates tyrosine phosphorylation and phosphoinositide signalling in human neuroblastoma SH-SY5Y cells: Attenuated effects in human 1321N1 astrocytoma cells. Biochem. J. 331:1998;599-606.
11. Halliwell, B. 1997, What nitrates tyrosine? Is nitrotyrosine specific as a biomarker of peroxynitrite formation in vivo?, FEBS Lett., 411, 157, 160.
12. Sampson J. B., Rosen H., Beckman J. S. Peroxynitrite-dependent tyrosine nitration catalyzed by superoxide dismutase, myeloperoxidase, and horseradish peroxidase. Methods Enzymol. 269:1996;210-218.
13. Prutz W. A., Monig H., Butler J., Land E. J. Reactions of nitrogen dioxide in aqueous model systems: Oxidation of tyrosine units in peptides and proteins. Arch. Biochem. Biophys. 243:1985;125-134.
14. Eiserich J. P., Hristova M., Cross C. E., Jones A. D., Freeman B. A., Halliwell B., van der Vliet A. Formation of nitric oxide-derived inflammatory oxidants by myeloperoxidase in neutrophils. Nature. 391:1998;393-397.
15. Khan J., Brennan D. M., Bradley N., Gao B., Bruckdorfer R., Jacobs M. 3-Nitrotyrosine in the proteins of human plasma determined by an ELISA method. Biochem. J. 330:1998;795-801.
16. Ye Y. Z., Strong M., Huang Z. Q., Beckman J. S. Antibodies that recognize nitrotyrosine. Methods Enzymol. 269:1996;201-209.
17. van der Vliet A., Eiserich J. P., Kaur H., Cross C. E., Halliwell B. Nitrotyrosine as biomarker for reactive nitrogen species. Methods Enzymol. 269:1996;175-184.
18. Crow J. P., Ischiropoulos H. Detection and quantitation of nitrotyrosine residues in proteins: In vivo marker of peroxynitrite. Methods Enzymol. 269:1996;185-194.
19. Hensley K., Maidt M. L., Pye Q. N., Stewart C. A., Wack M., Tabatabaie T., Floyd R. A. Quantitation of protein-bound 3-nitrotyrosine and 3,4-dihydroxyphenylalanine by high-performance liquid chromatography with electrochemical array detection. Anal. Biochem. 251:1997;187-195.
20. x. Proc. Natl. Acad. Sci. USA. 94:1997;3211-3216.
21. Kaur H., Lyras L., Jenner P., Halliwell B. Artefacts in HPLC detection of 3-nitrotyrosine in human brain tissue. J. Neurochem. 70:1998;2220-2223.
22. Crowley J. R., Yarasheski K., Leeuwenburgh C., Turk J., Heinecke J. W. Isotope dilution mass spectrometric quantification of 3-nitrotyrosine in proteins and tissues is facilitated by reduction to 3-aminotyrosine. Anal. Biochem. 259:1998;127-135.
23. Balazy M. Metabolism of 5,6-epoxyeicosatrienoic acid by the human platelet: Formation of novel thromboxane analogs. J. Biol. Chem. 266:1991;23561-23567.
24. Balazy M. Peroxynitrite and arachidonic acid: Identification of arachidonate epoxides. Pol. J. Pharmacol. 46:1994;593-600.
25. Jones K. Nitrogen dioxide and dinitrogen tetroxide. In. 1973;340-356.
26. Sokolovsky M., Riordan J. F., Vallee B. L. Tetranitromethane: A reagent for the nitration of tyrosyl residues in proteins. Biochemistry. 5:1966;3582-3589.
27. Davidson C. A., Kaminski P. M., Wu M., Wolin M. S. Nitrogen dioxide causes pulmonary arterial relaxation via thiol nitrosation and NO formation. Am. J. Physiol. 270:1996;H1038-H1043.
28. Low G. K. C., Duffield A. M. Positive and negative chemical ionization mass spectra of amino acid carboxy-nN. Biomed. Mass Spectrom. 11:1984;223-228.
29. Leeuwenburgh C., Hardy M. M., Hazen S. L., Wagner P., Oh-ishi S., Steinbrecher U. P., Heinecke J. W. Reactive nitrogen intermediates promote low density lipoprotein oxidation in human atherosclerotic intima. J. Biol. Chem. 272:1997;1433-1436.
30. Berlett B. S., Levine R. L., Stadtman E. R. Carbon dioxide stimulates peroxynitrite-mediated nitration of tyrosine residues and inhibits oxidation of methionine residues of glutamine synthetase: Both modifications mimic effects of adenylylation. Proc. Natl. Acad. Sci. USA. 95:1998;2784-2789.
31. Lymar S. V., Hurst J. K. Rapid reaction between peroxynitrite ion and carbon dioxide: Implications for biological activity. J. Am. Chem. Soc. 111:1995;8867-8868.
32. 2. Proc. Natl. Acad. Sci. USA. 95:1998;2175-2179.
33. Malinski T., Radomski M. W., Taha Z., Moncada S. Direct electrochemical measurement of nitric oxide released from human platelets. Biochem. Biophys. Res. Commun. 194:1993;960-965.
34. Zhou Q., Hellermann G. R., Solomonson L. P. Nitric oxide release from resting human platelets. Thromb. Res. 77:1995;87-96.
35. Marcus A. J., Silk S. T., Safier L. B., Ullman H. L. Superoxide production and reducing activity in human platelets. J. Clin. Invest. 59:1977;149-158.
36. Leo R., Pratico D., Iuliano L., Pulcinelli F. M., Ghiselli A., Pignatelli P., Colavita A. R., FitzGerald G. A., Violi F. Platelet activation by superoxide anion and hydroxyl radicals intrinsically generated by platelets that had undergone anoxia and then reoxygenated. Circulation. 95:1997;885-891.
37. Mondoro T. H., Shafer B. C., Vostal J. G. Peroxynitrite-induced tyrosine nitration and phosphorylation in human platelets. Free Radic. Biol. Med. 22:1997;1055-1063.