Effect of β-carotene on the transformation of tyrosine by nitrogen dioxide and peroxynitrous acid

Free Radical Research

Volumn 30, Issue 1, 1999, Pages 37-43

  Kikugawa, Kiyomi ^a   Hiramoto, Kazuyuki ^a   Tomiyama, Susumu ^a   Nakauchi, Kazuya ^a  

^a TOKYO UNIVERSITY OF PHARMACY AND LIFE SCIENCES   (Japan)

Author keywords

Nitrogen dioxide; Peroxynitrite; Tyrosine; carotene

Indexed keywords

3 NITROTYROSINE; ALPHA TOCOPHEROL; ASCORBYL PALMITATE; BETA CAROTENE; BUFFER; DIOXANE; NITROGEN DIOXIDE; PEROXYNITRITE; PHOSPHATE; TYROSINE;

ARTICLE; DEGRADATION; PH;

EID: 0032990453     PISSN: 10715762     EISSN: None     Source Type: Journal    
DOI: 10.1080/10715769900300051     Document Type: Article

References (26)

1. S. Moncada, R.M.J. Palmer and F.A. Higgs (1991) Nitric oxide: physiology, pathophysiology, and pharmacology. Pharmacological Reviews, 43, 109-142.
2. S.F. Schwartz and W.H. White (1983) Kinetics of reactive dissolution of nitrogen oxides into aqueous solution. In Trace Atmospheric Constituents (ed. S.F. Schwartz), John Wiley & Sons, New York, pp. 1-116.
3. W.H. Koppenol, J.J. Moreno, W.A. Pryor, H. Ischiropoulos and J.S. Beckman (1992) Peroxynitrite, a cloaked oxidant formed by nitric oxide and superoxide. Chemical Research in Toxicology, 5, 834-842.
4. D.B. Menzel (1976) The role of free radicals in the toxicity of air pollutants (nitrogen oxides and ozone). In Free Radicals in Biology, II (ed. W.A. Pryor) Academic Press, New York, pp. 181-202.
5. W.A. Prutz, H. Monig, J. Butler and E.J. Land (1985) Reactions of nitrogen dioxide in aqueous model systems: oxidation of tyrosine units in peptides and proteins. Archives of Biochemistry and Biophysics, 243, 125-134.
6. K. Kikugawa, T. Kato and Y. Okamoto (1994) Damage of amino acids and proteins induced by nitrogen dioxide, a free radical toxin, in air. Free Radical Biology and Medicine, 16, 373-382.
7. H. Ischiropoulos, L. Zhu, J. Chen, M. Tsai, J.C. Martin, C.D. Smith and J.S. Beckman (1992) Peroxynitrite-mediated tyrosine nitration catalyzed by superoxide dismutase. Archives of Biochemistry and Biophysics, 298, 431-437.
8. H. Ischiropoulos and A.B. Al-Mehdi (1995) Peroxynitrite-mediated oxidative protein modifications. Federation of European Biochemical Societies Letters, 364, 279-282.
9. Y. Kato, S. Kawakishi, T. Aoki, K. Itakura and T. Osawa (1997) Oxidative modification of tryptophan residues exposed to peroxynitrite. Biochemical and Biophysical Research Communications, 234, 82-84.
10. M.F. Beal, W.R. Matson, K.J. Swartz, P.H. Gamache and E.D. Bird (1990) Kynurenine pathway measurements in Huntinton's disease striatum: evidence for reduced formation of kynurenic acid. Journal of Neurochemistry, 55, 1327-2413.
11. J.S. Beckman, Y.Z. Ye, P.G. Anderson, J. Chen, M.A. Accavitti, M.M. Tarpey and C.R. White (1994) Extensive nitration of protein tyrosines in human atherosclerosis detected by immunohistochemistry. Biological Chemistry Hoppe-Seyler, 375, 81-88.
12. T.M. Wizeman, C.R. Gardner, J.D. Laskin, S. Quinones, S.K. Durban, N.L. Goller, S.T. Ohnishi and D.L. Laskin (1994) Production of nitric oxide and peroxynitrite in the lung during acute endotoxemia. Journal of Leukocyte Biology, 56, 759-768.
13. I.Y. Haddad, G. Pataki, P. Hu, C. Galliani, J.S. Beckman and S. Matalon (1994) Quantitation of nitrotyrosine levels in lung sections of patients and animals with acute lung injury. The Journal of Clinical Investigation, 94, 2407-2413.
14. H. Ischiropoulos, A.B. Al-Mehdi and A.B. Fisher (1995) Reactive species in ischemic rat lung injury: contribution of peroxynitrite. American Journal of Physiology, 269, L158-L164.
15. C. Szabó, A.L. Salzman and H. Ischiropoulos (1995) Endotoxin triggers the expression of an inducible isoform of nitric oxide synthaseand the formation of peroxynitrite in the rat aorta in vivo. Federation of European Biochemical Societies Letters, 363, 235-238.
16. L.D.K. Buttery, D.R. Springall, A.H. Chester, T.J. Evans, N. Standfield, D.V. Parums, M.H. Yacoub and J.M. Polak (1996) Inducible nitric oxide synthase is present within human atherosclerotic lesions and promotes the formation and activity of peroxynitrite. Laboratory Investigation, 75, 77-85.
17. P. Wang and J.L. Zweier (1996) Measurement of nitric oxide and peroxynitrite generation in the postischemic heart. The Journal of Biological Chemistry, 271, 29223-29230.
18. C.S. Foote (1979) Quenching of singlet oxygen. In Singlet Oxygen (eds. H.H. Wasserman and R.W. Murray) Academic Press, New York, pp. 139-171.
19. R.V. Cooney, P.J. Hawood, L.J. Custer and A.A. Franke (1995) Light-mediated conversion of nitrogen dioxide to nitric oxide by carotenoids. Environmental Health Perspectives, 102, 460-462.
20. S.A. Everett, M.F. Dennis and K.B. Patel (1996) Scavenging of nitrogen dioxide, thiyl, and sulfonyl free radicals by the nutritional antioxidant β-carotene. The Journal of Biological Chemistry, 271, 3988-3994.
21. K. Kikugawa, K. Hiramoto, S. Tomiyama and Y. Asano (1997) β-Carotene effectively scavenges toxic nitrogen oxides: nitrogen dioxide and peroxynitrous acid. Federation of European Biochemical Societies Letters, 404, 175-178.
22. J.S. Beckman, J. Chen, H. Ischiropoulos and J.P. Crow (1994) Oxidative chemistry of peroxynitrite. Methods in Enzymology. 233, 229-240.
23. H. Selander and J.L.G. Nilsson (1972) Vitamin E and air pollution. Nitrogen dioxide oxidation of α-tocopherol model compound. Acta Pharmaceutica Suecica, 9, 125-128.
24. R.V. Cooney, A.A. Franke, P.J. Harwood, V. Hatch-Pigott, L.J. Custer and L.J. Mordan (1993) γ-Tocopherol detoxification of nitrogen dioxide: superiority to α-tocopherol. Proceedings of the National Academy of Sciences of the United States of America, 90, 1771-1775.
25. N. Hogg, V.M. Darley-Usmar, M.T. Wilson and S. Moncada (1993) The oxidation of n-tocopherol in human low-density lipoprotein by the simultaneous generation of Superoxide and nitric oxide. Federation of European Biochemical Societies Letters, 326, 199-203.
26. N. Hogg, J. Joseph and B. Kalyanaraman (1994) The oxidation of α-tocopherol and trolox by peroxynitrite. Archives of Biochemistry and Biophysics, 314, 153-158.