Nitric oxide and peroxynitrite. The ugly, the uglier and the not so good: A personal view of recent controversies

Free Radical Research

Volumn 31, Issue 6, 1999, Pages 651-669

  Halliwell, Barry ^a,b   Zhao, Kaicun ^b   Whiteman, Matthew ^b  

^a NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

^b KING'S COLLEGE LONDON   (United Kingdom)

Author keywords

3 nitrotyrosine; Catechins; Deamination; Gastric cancer; Hydroxyl radical; Hypoxanthine; Lipid peroxidation; Nitric oxide; Nitrite; Nitrous acid; Peroxynitrite; Reactive nitrogen species; Superoxide; Xanthine

Indexed keywords

3 NITROTYROSINE; ANTIOXIDANT; BIOLOGICAL MARKER; DNA BASE; FREE RADICAL; HYDROGEN PEROXIDE; HYDROXYL RADICAL; NITRIC OXIDE; PEROXYNITRITE; SCAVENGER;

ANTIOXIDANT ACTIVITY; CANCER PREVENTION; CONFERENCE PAPER; CYTOTOXICITY; DEAMINATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HYDROLYSIS; IMMUNOHISTOCHEMISTRY; LIPID PEROXIDATION; NITRATION; NONHUMAN; STOMACH CANCER;

ANIMALIA;

EID: 0032715834     PISSN: 10715762     EISSN: None     Source Type: Journal    
DOI: 10.1080/10715769900301221     Document Type: Conference Paper

References (124)

1. J.S. Beckman and W.H. Koppenol (1996) Nitric oxide, superoxide and peroxynitrite: the good, the bad, and the ugly. American Journal of Physiology 271: C1424-C1437.
2. 2l within the hydrophobic interior of biologica membranes. Proceedings of the National Academy of Sciences of the USA 95: 2175-2179.
3. M.A. Sharpe and C.E. Cooper (1998) Reactions of nitric oxide with mitochondrial cytochrome c: a novel mechanism for the formation of nitroxyl anion and peroxynitrite. Biochemical Journal 332: 9-19.
4. P.C. Ford, D.A. Wink and D.M. Stanbury (1993) Autoxidation kinetics of aqueous nitric oxide. FEBS Letters 326: 1-3.
5. R.O. Cannon, 3rd (1998) Role of nitric oxide in cardiovascular disease: focus on the endothelium. Clinical Chemistry 44: 1809-1819.
6. P. Vallance (1998) Nitric oxide in the human cardiovascular system. British Journal of Clinical Pharmacology 45: 433-439.
7. D.A. Geller and T.R. Billiar (1998) Molecular biology of nitric oxide synthases. Cancer and Metastasis Reviews 17: 7-23.
8. S. Moncada and E.A. Higgs (1995) Molecular mechanisms and therapeutic strategies related to nitric oxide. FASEB Journal 9: 1319-1330.
9. J.P. Eiserich, J. Butler, A. van der Vliet, C.E. Cross and B. Halliwell (1995) Nitric oxide rapidly scavenges tyrosine and tryptophan radicals. Biochemical Journal 310: 745-749.
10. G. Czapski, J. Holcman and B.H.J. Bielski (1994) Reactivity of nitric oxide with simple short-lived radicals in aqueous solution. Journal of the American Chemical Society 116: 11 465-11 469.
11. R.E. Huie and S. Padmaja (1993) The reaction of NO with superoxide. Free Radical Research Communications 18: 195-199.
12. S. Padmaja and R.E. Huie (1993) The reaction of nitric oxide with organic peroxyl radicals. Biochemical and Biophysical Research Communications 195: 539-544.
13. G.V. Buxton, C.L. Greenstock, W.P. Helman and A.B. Ross (1988) Rate constants for reactions of radicals in aqueous solution. Journal of Physical Chemistry Reference Data 17: 513-588.
14. B. Roy, M. Lepoivre, Y. Henry and M. Fontecave (1995) Inhibition of ribonucleotide reductase by nitric oxide derived from thionitrites: reversible modifications of both subunits. Biochemistry 34: 5411-5418.
15. H. Rubbo, R. Radi, M. Trujillo, R. Telleri, B. Kalyanaraman, S. Barnes, M. Kirk and B.A. Freeman (1994) Nitric oxide regulation of superoxide and peroxynitrite-dependent lipid peroxidation. Journal of Biological Chemistry 269: 26 066-26 075.
16. V.B. O'Donnell, P.H. Chumley, N. Hogg, A. Bloodsworth, V.M. Darley-Usmar and B.A. Freeman (1997) Nitric oxide inhibition of lipid peroxidation: kinetics of reaction with lipid peroxyl radicals and comparison with alpha-tocopherol. Biochemistry 36: 15 216-15 223.
17. N.V. Gorbunov, A.N. Osipov, B.W. Day, B. Zayas-Rivera, V.E. Kagan and N.M. Elsayed (1995) Reduction of ferrylmyoglobin and ferrylhemoglobin by nitric oxide: a protective mechanism against ferryl hemoprotein-induced oxidations. Biochemistry 34: 6689-6699.
18. J. Kanner, S. Harel and R. Granit (1991) Nitric oxide as an antioxidant. Archives of Biochemistry and Biophysics 289: 130-136.
19. B. Halliwell (1989) Superoxide, iron, vascular endothelium and reperfusion injury. Free Radical Research Communications 5: 315-318.
20. K.K. Griendling and M. Ushio-Fukai (1998) Redox control of vascular smooth muscle proliferation. Journal of Laboratory and Clinical Medicine 132: 9-15.
21. M. Rouquette, S. Page, R. Bryant, M. Benboubetra, C.R. Stevens, D.R. Blake, W.D. Whish, R. Harrison and D. Tosh (1998) Xanthine oxidoreductase is asymmetrically localised on the outer surface of human endothelial and epithelial cells in culture. FEBS Letters 426: 397-401.
22. M.S. Wolin (1996) Reactive oxygen species and vascular signal transduction. Microcirculation 3: 1-17.
23. Y. Ohara, T.E. Peterson, H.S. Sayegh, R.R. Subramanian, J.N. Wilcox and D.G. Harrison (1995) Dietary correction of hypercholesterolemia in the rabbit normalizes endothelial superoxide anion production. Circulation 92: 898-903.
24. K. Nakazono, N. Watanabe, K. Matsuno, J. Sasaki, T. Sato and M. Inoue (1991) Does superoxide underlie the pathogenesis of hypertension? Proceedings of the National Academy of Sciences of the USA 88: 10 045-10 048.
25. F.R.M. Laurindo, P.L. de Luz, L. Uint, T.F. Rocha and R.G. Jaeger (1991) Evidence for superoxide radical-dependent coronary vasospasm after angioplasty in intact dogs. Circulation 83: 1705-1715.
26. T. Munzel and D.G. Harrison (1997) Evidence for a role of oxygen-derived free radicals and protein kinase C in nitrate tolerance. Journal of Molecular Medicine 75: 891-900.
27. V. Darley-Usmar and B. Halliwell (1996) Blood radicals. Reactive nitrogen species, reactive oxygen species, transition metal ions and the vascular system. Pharmaceutical Research 13: 649-658.
28. J.S. Beckman, T.W. Beckman, J. Chen, P.A. Marshall and B.A. Freeman (1990) Apparent hydroxyl radical production by peroxynitrite: implications for endothelial injury from nitric oxide and superoxide. Proceedings of the National Academy of Sciences of the USA 87: 1620-1624.
29. M.P. Murphy, M.A. Packer, J.L. Scarlett and S.W. Martin (1998) Peroxynitrite: a biologically-significant oxidant. General Pharmacology 31: 179-186.
30. H. Ischiropoulos (1998) Biological tyrosine nitration: a pathophysiological function of nitric oxide and reactive oxygen species. Archives of Biochemistry and Biophysics 356: 1-11.
31. J.P. Crow and J.S. Beckman (1996) The importance of superoxide in nitric oxide-dependent toxicity: evidence for peroxynitrite-mediated injury. Advances in Experimental Medicine and Biology 387: 147-161.
32. W.A. Pryor and G.L. Squadrito (1995) The chemistry of peroxynitrite, a product from the reaction of nitric oxide with superoxide. American Journal of Physiology 268: L699-L722.
33. A. van der Vliet, C. A. O'Neill, B. Halliwell, C.E. Cross and H. Kaur (1994) Aromatic hydroxylation and nitration of phenylalanine and tyrosine by peroxynitrite. Evidence for hydroxyl radical production from peroxynitrite. FEBS Letters 339: 89-92.
34. J.P. Crow, C. Spruell, J. Chen, C. Gunn, H. Ischiropoulos, M. Tsai, C.D. Smith, R. Radi, W.H. Koppenol and J.S. Beckman (1994) On the pH-dependent yield of hydroxyl radical products from peroxynitrite. Free Radical Biology and Medicine 16: 331-338.
35. G. Yang, T.G.E. Candy, M. Boaro, H.E. Wilkin, P. Jones, N.B. Nazhat, R.A. Saadalla-Nazhat and D.R. Blake (1992) Free radical yields from the homolysis of peroxynitrous acid. Free Radical Biology and Medicine 12: 327-330.
36. S. Pou, S.Y. Nguyen, T. Gladwell and G.M. Rosen (1995) Does peroxynitrite generate hydroxyl radical? Biochimica et Biophysica Acta 1244: 62-68.
37. N. Hogg, V.M. Darley-Usmar, M.T. Wilson and S. Moncada (1992) Production of hydroxyl radicals from the simultaneous generation of superoxide and nitric oxide. Biochemical Journal 281: 419-424.
38. W.A. Pryor, X. Jin and G.L. Squadrito (1996) Insensitivity of the rate of decomposition of peroxynitrite to changes in viscosity: evidence against free radical formation. Journal of the American Chemical Society 118: 3125-3128.
39. J.-N. Lemercier, G.L. Squadrito and W.A. Pryor (1995) Spin trap studies on the decomposition of peroxynitrite. Archives of Biochemistry and Biophysics 321: 31-39.
40. X. Shi, A. Lenhart and Y. Mao (1994) ESR spin trapping investigation on peroxynitrite decomposition: no evidence for hydroxyl radical production. Biochemical and Biophysical Research Communications 203: 1515-1521.
41. 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.
42. 2 radicals. Chemical Research in Toxicology 11: 712-713.
43. G. Merenyi and J. Lind (1998) Free radical formation in the peroxynitrous acid (ONOOH)/peroxynitrite(ONOO ) system. Chemical Research in Toxicology 11: 243-246.
44. B. Halliwell and J.M.C. Gutteridge (1999) Free Radicals in Biology and Medicine. Third edition. Clarendon Press, Oxford, UK, Chap. 2.
45. H. Kaur, M. Whiteman and B. Halliwell (1997) Peroxynitrite-dependent aromatic hydroxylation and nitration of salicylate and phenylalanine. Is hydroxyl radical involved? Free Radical Research 26: 71-82.
46. C.E. Richeson, P. Mulder, V.W. Bowry and K.U. Ingold (1998) The complex chemistry of peroxynitrite decomposition: new insights. Journal of the American Chemical Society 120: 7211-7219.
47. R. Radi (1998) Peroxynitrite reactions and diffusion in biology. Chemical Research in Toxicology 11: 720-721.
48. 1-antiproteinase inactivation by ascorbic acid. A comparison with other biological antioxidants. Free Radical Research 25: 275-283.
49. M.A. Moro, V.M. Darley-Usmar, D.A. Goodwin, N.G. Read, R. Zamora-Pino, M. Feelisch, M.W. Radomski and S. Moncada (1994) Paradoxical fate and biological action of peroxynitrite on human platelets? Proceedings of the National Academy of Sciences of the USA 91: 6702-6706.
50. M.A. Moro, V.M. Darley-Usmar, I. Lizasoain, Y. Su, R.G. Knowles, M.W. Radomski and S. Moncada (1995) The formation of nitric oxide donors from peroxynitrite. British Journal of Pharmacology 116: 1999-2004.
51. K.A. Skinner, C.R. White, R. Patel, S. Tan, S. Barnes, M. Kirk, V. Darley-Usmar and D.A. Parks (1998) Nitrosation of uric acid by peroxynitrite. Formation of a vasoactive nitric oxide donor. Journal of Biological Chemistry 273: 24491-24497.
52. A. van der Vliet, D. Smith, C.A. O'Neill, H. Kaur, V. Darley-Usmar, C.E. Cross and B. Halliwell (1994) Interactions of peroxynitrite with human plasma and its constituents. Oxidative damage and antioxidant depletion. Biochemical Journal 303: 295-301.
53. A.M. Miles, M.F. Gibson, M. Korshina, J.C. Cook, R. Pacelli, D. Wink and M.B. Grisham (1995) Effects of superoxide on nitric oxide-dependent N-nitrosation reactions. Free Radical Research 23: 379-390.
54. D. Jourd'heuil, C.T. Mai, F.S. Laroux, D.A. Wink and M.B. Grisham (1948) The reaction of S-nitrosoglutathione with superoxide. Biochemical and Biophysical Research Communications 246: 525-530.
55. 1-antiproteinase by hydroxyl radicals. The effect of uric acid. FEBS Letters 244: 76-80.
56. J.P. Bolanos, S.J. Heales, J.M. Land and J.B. Clark (1995) Effect of peroxynitrite on the mitochondrial respiratory chain: differential susceptibility of neurones and astrocytes in primary culture. Journal of Neurochemistry 64: 1965-1972.
57. M.R. Cookson, P.G. Ince and P.J. Shaw (1998) Peroxynitrite and hydrogen peroxide induced cell death in the NSC34 neuroblastoma X spinal cord cell line: role of poly(ADP-ribose) polymerase. Journal of Neurochemistry 70: 501-508.
58. A.C. Estevez, N. Spear, S.M. Manuel, R. Radi, C.E. Henderson, L. Barbeito and J.S. Beckman (1998) Nitric oxide and superoxide contribute to motor neuron apoptosis induced by trophic factor deprivation. Journal of Neuroscience 18: 923-931.
59. J.E. Barker, J.P. Bolanos, J.M. Land, J.B. Clark and S.J. Heales (1996) Glutathione protects astrocytes from peroxynitrite-mediated mitochondrial damage: implications for neuronal/astrocyte trafficking and neurodegeneration. Developmental Neuroscience 18: 391-396.
60. L. Virag, G.S. Scott, S. Cuzzocrea, D. Marmer, A.L. Salzman and C. Szabo (1998) Peroxynitrite-induced thymocyte apoptosis: the role of caspases and poly( ADP-ribose) synthetase (PARS) activation. Immunology 94: 345-355.
61. N. Spear, A.G. Estevez, G.V. Johnson, D.E. Bredesen, J.A. Thompson and J.S. Beckman (1998) Enhancement of peroxynitrite-induced apoptosis in PC 12 cells by fibroblast growth factor-1 and nerve growth factor requires p21 Ras activation and is suppressed by Bcl-2. Archives of Biochemistry and Biophysics 356: 41-45.
62. M. O'Connor, A.L. Salzman and C. Szabo (1997) Role of peroxynitrite in the protein oxidation and apoptotic DNA fragmentation in vascular smooth mucle cells stimulated with bacterial lipopolysaccharide and interferon-gamma. Shock 8: 439-443.
63. M. Reist, K.A. Marshall, P. Jenner and B. Halliwell (1998) Toxic effects of sulphite in combination with peroxynitrite on neuronal cells. Journal of Neurochemistry 71: 2431-2438.
64. A.M. Miles, D.S. Bohle, P.A. Glassbrenner, B. Hansert, D.A. Wink and M.B. Grisham (1996) Modulation of superoxide-dependent oxidation and hydroxylation reactions by nitric oxide. Journal of Biological Chemistry 271: 40-47.
65. S. Pfeiffer and B. Meyer (1998) Lack of tyrosine nitration by peroxynitrite generated at physiological pH. Journal of Biological Chemistry 273: 27 280-27 285.
66. A. van der Vliet, J.P. Eiserich, B. Halliwell and C.E. Cross (1995) Tyrosine modification by reactive nitrogen species: a closer look. Archives of Biochemistry and Biophysics 319: 341-349.
67. D. Salvemini, Z.Q. Wang, D.M. Bourdon, M.K. Stern, M.G. Currie and P.T. Manning (1996) Evidence of peroxynitrite involvement in the carrageenan-induced rat paw edema. European Journal of Pharmacology 303: 217-220.
68. D. Rachmilewitz, J.S. Stamler, F. Karmeli, M.E. Mullins, D.J. Singel, J. Loscalzo, R.J. Xavier and D.K. Podolsky (1993) Peroxynitrite-induced rat colitis - a new model of colonic inflammation. Gastroenterology105: 1681-1688.
69. G. Sadeghi-Hashjin, G. Folkerts, P.A. Henricks, A.K. Verheyen, H.J. van der Linde, I. van Ark, A. Coene and F.P. Nijkamp (1996) Peroxynitrite induces airway hyper-responsiveness in guinea pigs in vitro and in vivo. American Journal of Respiratory and Critical Care Medicine 153: 1697-1701.
70. V.C. Ridger, S.A.B. Greenacre, R.L.C. Handy, B. Halliwell, P.K. Moore, M. Whiteman and S.D. Brain (1997) Effect of peroxynitrite on plasma extravasation, micro-vascular blood flow and nociception in the rat. British Journal of Pharmacology 122: 1083-1088.
71. R.J. Singh, N. Hogg, J. Joseph, E. Konorev and B. Kalyanaraman (1999) The peroxynitrite generator. SIN-1, becomes a nitric oxide donor in the presence of electron acceptors. Archives of Biochemistry and Biophysics 361: 331-339.
72. B. Halliwell (1997) What nitrates tyrosine? Is nitrotyrosine specific as a biomarker ofperoxynitrite formation in vivo FEBS Letters 411: 157-160.
73. D.C. Goodwin, M.R. Gunther, L.C. Hsi, B.C. Crews, T.E. Eling, R.P. Mason and L.J. Marnett (1998) Nitric oxide trapping of tyrosyl radicals generated during prostaglandin endoperoxide synthase turnover. Detection of the radical derivative of tyrosine 385. Journal of Biological Chemistry 273: 8903-8909.
74. T.D. Oury, L. Tatro, A.J. Ghio and C.A. Piantadosi (1995) Nitration of tyrosine by hydrogen peroxide and nitrite. Free Radical Research 23: 537-547.
75. J.P. Eiserich, V. Vossen, C.A. O'Neill, B. Halliwell, C.E. Cross and A. van der Vliet (1994) Molecular mechanisms of damage by excess nitrogen oxides: nitration of tyrosine by gas-phase cigarette smoke. FEBS Letters 353: 53-56.
76. T. Muller, H.J. Haussmann and G. Schepers (1997) Evidence for peroxynitrite as an oxidative stress-inducing compound of aqueous cigarette smoke fractions. Carcinogenesis 18: 295-301.
77. 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.
78. K. Kikugawa, T. Kato and Y. Okamoto (1994) Damage of amino acids and proteins induced by nitrogen dioxide, a free radical scavenger. Free Radical Biology and Medicine 16: 373-382.
79. A. van der Vliet, J.P. Eiserich, B. Halliwell and C.E. Cross (1997) Formation of reactive nitrogen species during peroxidase-catalyzed oxidation of nitrite. A potential additional mechanism of nitric oxide-dependent toxicity. Journal of Biological Chemistry 272: 2716-7625.
80. J.P. Eiserich, M. Hristova, C.E. Cross, A.D. Jones, B.A. Freeman, B. Halliwell and A. van der Vliet (1998) Formation of nitric oxide-derived inflammatory oxidants by myeloperoxidase in neutrophils. Nature 391: 393-397.
81. J.P. Sampson, Y. Ye, H. Rosen and J.S. Beckman (1998) Myeloperoxidase and horseradish peroxidase catalyze tyrosine nitration in proteins from nitrite and hydrogen peroxide. Archives of Biochemistry and Biophysics 356: 207-213.
82. Y. Kono (1995) The production of nitrating species by the reaction between nitrite and hypochlorous acid. Biochemistry and Molecular Biology International 36: 275-283.
83. J.P. Eiserich, C.E. Cross, A.D. Jones, B. Halliwell and A. van der Vliet (1996) Formation of nitrating and chlorinating species by reaction of nitrite with hypochlorous acid. Journal of Biological Chemistry 271: 19 199-19 208.
84. O.M. Panasenko, K. Briviba, L.O. Klotz and H. Sies (1997) Oxidative modification and nitration of human low-density lipoproteins by the reaction of hypochlorous acid with nitrite. Archives of Biochemistry and Biophysics 343: 254-259.
85. A.C. Carr and C.C. Winterbourn (1997) Oxidation of neutrophil glutathione and protein thiols by myeloperoxidase-derived hypochlorous acid. Biochemical Journal 327: 275-281.
86. B. Halliwell, M. Wasil and M. Grootveld (1987) Biologically significant scavenging of the myeloperoxidase-deri ved oxidant hypochlorous acid by ascorbic acid. FEBS Letters 213: 15-18.
87. 1-antiproteinase. FEBS Letters 414: 497-500.
88. M. Natake and M. Ueda (1986) Changes in food proteins reacted with nitrite at gastric pH. Nutrition and Cancer 8: 41-45.
89. C. Oldreive, K. Zhao, G. Paganga, B. Halliwell and C. Rice-Evans (1998) Inhibition of nitrous acid-dependent tyrosine nitration and DNA base deamination by flavonoids and other phenolic compounds. Chemical Research in Toxicology 11: 1574-1579.
90. G.M. McKnight, L.M. Smith, R.S. Drummond, C.W. Duncan, M. Golden and N. Benjamin (1997) Chemical synthesis of nitric oxide in the stomach from dietary nitrate in humans. Gut 40: 211-214.
91. C. Duncan, H. Li, R. Dykhuizen, R. Frazer, P. Johnston, G. MacKnight, L. Smith, K. Lamza, H. McKenzie, L. Batt, D. Kelly, M. Golden, N. Benjamin and C. Leifert (1997) Protection against oral and gastrointestinal diseases: importance of dietary nitrate intake, oral nitrate reduction and enterosalivary nitrate circulation. Comparative Biochemistry and Physiology, Part A 118: 939-948.
92. B. Halliwell (1999) Oxygen and nitrogen are pro-carcinogens. Damage to DNA by reactive oxygen, chlorine and nitrogen species: measurement, mechanism and the effects of nutrition. Mutation Research (in press).
93. A.S. Pannala, C.A. Rice-Evans, B. Halliwell and S. Singh (1997) Inhibition of peroxynitrite-media ted tyrosine nitration by catechin polyphenols. Biochemical and Biophysical Research Communications 232: 164-168.
94. A.G. Krainev, T.D. Williams and D.J. Bigelow (1998) Enzymatic reduction of 3-nitrotyrosine generates superoxide. Chemical Research in Toxicology 11: 495-502.
95. H. Ohshima, M. Friesen, I. Brouet and H. Bartsch (1990) Nitrotyrosine as a new marker for endogenous nitrosation and nitration of proteins. Food and Chemical Toxicology 28: 647-652.
96. J.P. Eiserich, A.G. Estevez, T. Bamberg, Y.Z. Ye, J.S. Beckman and B.A. Freeman (1998) Post-translational nitrotyrosination of α-tubulin: a nitric oxide-dependent mechanism of cytoskeletal dysfunction in inflammation. Free Radical Biology and Medicine 25(Suppl. 1): S45.
97. A.J. Gow, D. Duran, S. Malcolm and H. Ischiropoulos (1996) Effects of peroxynitrite-induced protein modifications on tyrosine phosphorylation and degradation. FEBS Letters 385: 63-66.
98. Y. Kamisaki, K. Wada, K. Bian, B. Balabanti, K. Davis, E. Martin, F. Behbod, Y.C. Lee and F. Murad (1998) An activity in rat tissues that modifies nitrotyrosine-containing proteins. Proceedings of the National Academy of Sciences of the USA 95: 11 584-11 589.
99. L.I. Bruijn, M.F. Beal, M.W. Becher, J.B. Schulz, P.C. Wong, D.L. Price and D.W. Cleveland (1997) Elevated free nitrotyrosine levels but not protein-bound nitrotyrosine or hydroxyl radicals, throughout amyotrophic lateral sclerosis (ALS)-like disease implicate tyrosine nitration as an aberrant in vivo property of one familial ALS-linked superoxide dismutase 1 mutant. Proceedings of the National Academy of Sciences of the USA 94: 7606-7611.
100. H. Kaur and B. Halliwel (1994) Evidence for nitric oxide-mediated oxidative damage in chronic inflammation. Nitrotyrosine in serum and synovial fluid from rheumatoid patients. FEBS Letters 350: 9-12.
101. H.H.H.W. Schmidt, M. La, J. Zielasek, L. Schramm and S. Neubauer (1998) Nitrotyrosine-like immunoreactivity: what does it mean? Free Radical Biology and Medicine 25(Suppl. 1):S67.
102. M.F. Beal, R.J. Ferrante, S.E. Browne, R.T. Matthews, N. Kowall and R.H. Brown, Jr. (1997) Increased 3-nitrotyrosine in both sporadic and familial amyotrophic lateral sclerosis. Annals of Neurology 42: 644-654.
103. M.J. Strong, M.M. Sopper, J.P. Crow, W.L. Strong and J.S. Beckman (1998) Nitration of the low molecular weight neurofilament is equivalent in sporadic amyotrophic lateral sclerosis and control cervical spinal cord. Biochemical and Biophysical Research Communications 248: 157-164.
104. P. Evans, H. Kaur, M.J. Mitchinson and B. Halliwell (1996) Do human atherosclerotic lesions contain nitrotyrosine? Biochemical and Biophysical Research Communications 226: 346-351.
105. R.T. Dean, S. Fu, R. Stocker and M.J. Davies (1997) Biochemistry and pathology of radical-mediated protein oxidation. Biochemical Journal 324: 1-18.
106. Y. Takagi, Y. Gon, T. Todaka, K. Nozaki, A. Nishiyama, H. Sono, N. Hashimoto, H. Kikuchi and J. Yodoi (1998) Expression of thioredoxin is enhanced in atherosclerotic plaques and during neointima formation in rat arteries. Laboratory Investigation 78: 957-966.
107. J.S. Luoma, P. Stralin, S.L. Marklund, T.P. Hiltunen, T. Sarkioja and S. Yla-Herttuala (1998) Expression of extracellular SOD and iNOS in macrophages and smooth muscle cells in human and rabbit atherosclerotic lesions: colocalization with epitopes characteristic of oxidized LDL and peroxynitrite-modified proteins. Arteriosclerosis, Thrombosis and Vascular Biology 18: 157-167.
108. L.D. Buttery, D.R. Springall, A.H. Chester, T.J. Evans, E.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.
109. 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.
110. C. Leeuwenburgh, M.M. Hardy, S.L. Hazen, P. Wagner, S. Oh-ishi, U.P. Steinbrecher and J.W. Heinecke (1997) Reactive nitrogen intermediates promote low density lipoprotein oxidation in human atherosclerotic intima. Journal of Biological Chemistry 272: 1433-1436.
111. M. Sakurai, N. Fukuyama, S. Takizawa, K. Abe, T. Hayashi, Y. Shinohara, H. Nakazawa and K. Tabayashi (1948) Inductions of 3-L-nitrotyrosine in motor neurones after transient spinal cord ischemia in rabbits. Journal of Cerebral Blood Flow and Metabolism 18: 1233-1238.
112. A. van der Vliet, J.P. Eiserich, H. Kaur, C.E. Cross and B. Halliwell (1996) Nitrotyrosine as biomarker for reactive nitrogen species. Methods in Enzymalogy 269: 175-184.
113. B.S. Kristal, K.E. Vigneau-Callahan and W.R. Matson (1998) Simultaneous analysis of the majority of low-molecular-weight redox-active compounds from mitochondria. Analytical Biochemistry 263: 18-25.
114. H. Liu, T. Huang, C.B. Kissinger and P.J. Kissinger (1998) Comparison of detection methods for liquid chromatographic determination of 3-nitro-L-tyrosine. Journal of Chromography B, 713: 289-295.
115. H. Kaur, L. Lyras, P. Jenner and B. Halliwell (1998) Artifacts in HPLC detection of 3-nitrotyrosine in human brain tissue. Journal of Neurochemistry 70: 2220-2223.
116. M.K. Shigenaga, H.H. Lee, B.C. Blount, S. Christen, E.T. Shigeno, H. Yip and B.N. Ames (1997) Inflammation and NO(X)-induced nitration: assay for 3-nitrotyrosine by HPLC with dectrochemical detection. Proceedings of the National Academy of Sciences of the USA 94: 3211-3216.
117. K. Hensley, M.L. Maidt, Q.N. Pye, C.A. Stewart, M.Wack, T. Tabatabaie and R.A. Floyd (1997) Quantitation of protein-bound 3-nitrotyrosine and 3,4-dihydroxy-phenylalanine by HPLC with electrochemical array detection. Analytical Biochemistry 251: 187-195.
118. K. Hensley, M.L. Maidt, Z. Yu, H. Sang, W.R. Markesbery and R.A. Floyd (1998) Electrochemical analysis of protein nitrotyrosine and dityrosine in the Alzheimer brain indicates region-specific accumulation. Journal of Neuroscience 15: 8126-8132.
119. M. Frost, B. Halliwell and K. Moore (1999) Simultaneous analysis of free nitrotyrosine and tyrosine in plasma by negative chemical ionization gas chromatography mass spectrometry (in preparation).
120. A. van der Vliet, A. Jenner, J.P. Eiserich, C.E. Cross and B. Halliwell (1999) Analysis of aromatic nitration, chlorination, and hydroxylation by gas chromatography-mass spectrometry. Methods in Enzymology 301: 471-483.
121. J.R. Crowley, K. Yarasheski, C. Leeuwenburgh, J. Turk and J.W. Heinecke (1998) Isotope dilution mass spectrometric quantification of 3-nitrotyrosine in proteins and tissues is facilitated by reduction to 3-aminotyrosme. Analytical Biochemistry 259: 127-135.
122. J. Khan, D.M. Brennan, N. Bradley, B. Gao, R. Bruckdorfer and M. Jacobs (1998) 3-Nitrotyrosine in the proteins of human plasma determined by an ELISA method. Biochemical Journal 330: 795-801.
123. M. Whiteman and B. Halliwell (1999) Loss of 3-nitrotyrosine on exposure to hypochlorous acid: implications for the use of 3-nitrotyrosine as a biomarker in vivo. Biochemical and Biophysical Research Communications 258: 168-172.
124. J.L. Zweier, P. Wang, A. Samouilov and P. Kuppusamy (1995) Enzyme-independent formation of nitric oxide in biological tissues. Nature Medicine 1: 804-809.