메뉴 건너뛰기




Volumn 12, Issue 6, 1999, Pages 526-534

Reaction of peroxynitrite with melatonin: A mechanistic study

Author keywords

[No Author keywords available]

Indexed keywords

ANTIOXIDANT; MELATONIN; PEROXYNITRITE;

EID: 0033012719     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx980243t     Document Type: Article
Times cited : (102)

References (46)
  • 1
    • 0025730414 scopus 로고
    • Peroxynitrite oxidation of sulfhydryls: The cytotoxic potential of Superoxide and nitric oxide
    • Radi, R., Beckraan, J. S., Bush, K. M., and Freeman, B. A. (1991) Peroxynitrite oxidation of sulfhydryls: the cytotoxic potential of Superoxide and nitric oxide. J. Biol. Chem. 266, 4244-4250.
    • (1991) J. Biol. Chem. , vol.266 , pp. 4244-4250
    • Radi, R.1    Beckraan, J.S.2    Bush, K.M.3    Freeman, B.A.4
  • 2
    • 0029145358 scopus 로고
    • Peroxynitrite causes DNA damage and oxidation of thiols in rat thymocytes
    • Salgo, M. G., Bermúdez, E., Squadrito, G. L., and Pryor, W. A. (1995) Peroxynitrite causes DNA damage and oxidation of thiols in rat thymocytes. Arch. Biochem. Biophys. 322, 500-505.
    • (1995) Arch. Biochem. Biophys. , vol.322 , pp. 500-505
    • Salgo, M.G.1    Bermúdez, E.2    Squadrito, G.L.3    Pryor, W.A.4
  • 3
    • 0029117519 scopus 로고
    • Stopped-flow kinetic study of the reaction of ascorbic acid with peroxynitrite
    • Squadrito, G. L., Jin, X., and Pryor, W. A. (1995) Stopped-flow kinetic study of the reaction of ascorbic acid with peroxynitrite. Arch. Biochem. Biophys. 322, 53-59.
    • (1995) Arch. Biochem. Biophys. , vol.322 , pp. 53-59
    • Squadrito, G.L.1    Jin, X.2    Pryor, W.A.3
  • 4
    • 0025874048 scopus 로고
    • Peroxynitrite-induced membrane lipid peroxidation: The cytotoxic potential of Superoxide and nitric oxide
    • Radi, R., Beckman, J. S., Bush, K. M., and Freeman, B. A. (1991) Peroxynitrite-induced membrane lipid peroxidation: the cytotoxic potential of Superoxide and nitric oxide. Arch. Biochem. Biophys. 288, 481-487.
    • (1991) Arch. Biochem. Biophys. , vol.288 , pp. 481-487
    • Radi, R.1    Beckman, J.S.2    Bush, K.M.3    Freeman, B.A.4
  • 5
    • 0030587506 scopus 로고    scopus 로고
    • Trolox inhibits peroxynitritemediated oxidative stress and apoptosis in rat thymocytes
    • Salgo, M. G., and Pryor, W. A. (1996) Trolox inhibits peroxynitritemediated oxidative stress and apoptosis in rat thymocytes. Arch. Biochem. Biophys. 333, 482-488.
    • (1996) Arch. Biochem. Biophys. , vol.333 , pp. 482-488
    • Salgo, M.G.1    Pryor, W.A.2
  • 6
    • 0028207642 scopus 로고
    • Aromatic hydroxylation and nitration of phenylalanine and tyrosine by peroxynitrite. evidence for hydroxyl radical production from peroxynitrite
    • Van Der Vliet, A., O'Neill, C. A., Halliwell, B., Cross, C. E., and Kaur, H. (1994) Aromatic hydroxylation and nitration of phenylalanine and tyrosine by peroxynitrite. evidence for hydroxyl radical production from peroxynitrite. FEBS Lett. 339, 89-92.
    • (1994) FEBS Lett. , vol.339 , pp. 89-92
    • Van Der Vliet, A.1    O'Neill, C.A.2    Halliwell, B.3    Cross, C.E.4    Kaur, H.5
  • 7
    • 0027974136 scopus 로고
    • One- And twoelectron oxidations of methionine by peroxynitrite
    • Pryor, W. A., Jin, X., and Squadrito, G. L. (1994) One- and twoelectron oxidations of methionine by peroxynitrite. Proc. Natl. Acad. Sei. U.S.A. 91, 11173-11177.
    • (1994) Proc. Natl. Acad. Sei. U.S.A. , vol.91 , pp. 11173-11177
    • Pryor, W.A.1    Jin, X.2    Squadrito, G.L.3
  • 8
    • 0029037495 scopus 로고
    • The chemistry of peroxynitrite: A product from the reaction of nitric oxide with Superoxide
    • Pryor, W. A., and Squadrito, G. L. (1995) The chemistry of peroxynitrite: a product from the reaction of nitric oxide with Superoxide. Am. J. Physiol. 268, L699-L722.
    • (1995) Am. J. Physiol. , vol.268
    • Pryor, W.A.1    Squadrito, G.L.2
  • 9
    • 11944262823 scopus 로고
    • Rapid reaction between peroxonitrite ion and carbon dioxide: Implications for biological activity
    • Lymar, S. V., and Hurst, J. K. (1995) Rapid reaction between peroxonitrite ion and carbon dioxide: implications for biological activity. J. Am. Chem. Soc. 117, 8867-8868.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 8867-8868
    • Lymar, S.V.1    Hurst, J.K.2
  • 10
    • 0029867717 scopus 로고    scopus 로고
    • Acceleration of peroxynitrite oxidations by carbon dioxide
    • Uppu, R. M., Squadrito, G. L., and Pryor, W. A. (1996) Acceleration of peroxynitrite oxidations by carbon dioxide. Arch. Biochem. Biophys. 327, 335-343.
    • (1996) Arch. Biochem. Biophys. , vol.327 , pp. 335-343
    • Uppu, R.M.1    Squadrito, G.L.2    Pryor, W.A.3
  • 11
    • 0030249458 scopus 로고    scopus 로고
    • Peroxynitrite reaction with carbon dioxide/bicarbonate: Kinetics and influence on peroxynitrite mediated oxidations
    • Denicola, A., Freeman, B. A., Trujillo, M., and Radi, R. (1996) Peroxynitrite reaction with carbon dioxide/bicarbonate: kinetics and influence on peroxynitrite mediated oxidations. Arch. Biochem. Biophys. 333, 49-58.
    • (1996) Arch. Biochem. Biophys. , vol.333 , pp. 49-58
    • Denicola, A.1    Freeman, B.A.2    Trujillo, M.3    Radi, R.4
  • 12
    • 0002146023 scopus 로고
    • Physical Chemistry, Composition of Blood, Hematology, Somatometric Data
    • Ciba-Geigy, West Caldwell, NJ
    • Lentner, C. (1984) Physical Chemistry, Composition of Blood, Hematology, Somatometric Data. Geigy Scientific Tables, Vol. 3, pp 71-73, 98, 132, Ciba-Geigy, West Caldwell, NJ.
    • (1984) Geigy Scientific Tables , vol.3 , pp. 71-73
    • Lentner, C.1
  • 13
    • 0032171410 scopus 로고    scopus 로고
    • Oxidative chemistry of nitric oxide: The roles of Superoxide, peroxynitrite, and carbon dioxide
    • Squadrito, G. L., and Pryor, W. A. (1998) Oxidative chemistry of nitric oxide: The roles of Superoxide, peroxynitrite, and carbon dioxide. Free Radical Biol. Med. 25, 392-403.
    • (1998) Free Radical Biol. Med. , vol.25 , pp. 392-403
    • Squadrito, G.L.1    Pryor, W.A.2
  • 14
    • 0031857855 scopus 로고    scopus 로고
    • The nature of reactive species in systems that produce peroxynitrite
    • Squadrito, G. L., and Pryor, W. A. (1998) The nature of reactive species in systems that produce peroxynitrite. Chem. Res. Toxicol. 11, 718-719.
    • (1998) Chem. Res. Toxicol. , vol.11 , pp. 718-719
    • Squadrito, G.L.1    Pryor, W.A.2
  • 18
    • 0031226491 scopus 로고    scopus 로고
    • Protective effect of melatonin in carrageenaninduced models of local inflammation: Relationship to its inhibitory effect on nitric oxide production and its peroxynitrite scavenging activity
    • Cuzzocrea, S., Zingarelli, B., Gilad, E., Hake, P., Salzman, A. L., and Szabo, C. (1997) Protective effect of melatonin in carrageenaninduced models of local inflammation: Relationship to its inhibitory effect on nitric oxide production and its peroxynitrite scavenging activity. J. Pineal Res. 23, 106-116.
    • (1997) J. Pineal Res. , vol.23 , pp. 106-116
    • Cuzzocrea, S.1    Zingarelli, B.2    Gilad, E.3    Hake, P.4    Salzman, A.L.5    Szabo, C.6
  • 19
    • 0030914428 scopus 로고    scopus 로고
    • Pharmacological actions of melatonin in oxygen radical pathophysiology
    • Reiter, R., Tang, L., Garcia, J. J., and Munoz-Hoyos, A. (1997) Pharmacological actions of melatonin in oxygen radical pathophysiology. Life Sei. 60, 2255-2271.
    • (1997) Life Sei. , vol.60 , pp. 2255-2271
    • Reiter, R.1    Tang, L.2    Garcia, J.J.3    Munoz-Hoyos, A.4
  • 20
    • 0032579544 scopus 로고    scopus 로고
    • Effects of melatonin on lipid peroxidation induced by oxygen radicals
    • Longoni, B., Salgo, M. G., Pryor, W. A., and Marchiafava, P. (1998) Effects of melatonin on lipid peroxidation induced by oxygen radicals. Life Sci. 62, 853-859.
    • (1998) Life Sci. , vol.62 , pp. 853-859
    • Longoni, B.1    Salgo, M.G.2    Pryor, W.A.3    Marchiafava, P.4
  • 22
    • 0032500821 scopus 로고    scopus 로고
    • The reaction of melatonin with peroxynitrite: Formation of melatonin radical cation and absence of stable nitrated products
    • Zhang, H., Squadrito, G. L., and Pryor, W. A. (1998) The reaction of melatonin with peroxynitrite: formation of melatonin radical cation and absence of stable nitrated products. Biochem. Biophys. Res. Commun. 251, 83-87.
    • (1998) Biochem. Biophys. Res. Commun. , vol.251 , pp. 83-87
    • Zhang, H.1    Squadrito, G.L.2    Pryor, W.A.3
  • 24
    • 0030250041 scopus 로고    scopus 로고
    • Carbon dioxide enhancement of peroxynitrite mediated protein tyrosine nitration
    • Gow, A., Duran, D., Thorn, S. R., and Ischiropoulos, H. (1996) Carbon dioxide enhancement of peroxynitrite mediated protein tyrosine nitration. Arch. Biochem. Biophys. 333, 42-48.
    • (1996) Arch. Biochem. Biophys. , vol.333 , pp. 42-48
    • Gow, A.1    Duran, D.2    Thorn, S.R.3    Ischiropoulos, H.4
  • 25
    • 0029794527 scopus 로고    scopus 로고
    • Synthesis of peroxynitrite by the azide-ozone reaction
    • Uppu, R. M., Squadrito, G. L., Cueto, R., and Pryor, W. A. (1996) Synthesis of peroxynitrite by the azide-ozone reaction. Methods Enzymol. 269, 311-321.
    • (1996) Methods Enzymol. , vol.269 , pp. 311-321
    • Uppu, R.M.1    Squadrito, G.L.2    Cueto, R.3    Pryor, W.A.4
  • 27
    • 33847495363 scopus 로고    scopus 로고
    • The contribution of ionization enthalpies to the apparent activation energy of the reaction of peroxynitrite with thiols
    • New Orleans, LA, March 2428, 1996
    • Zhang, H., Squadrito, G. L., and Pryor, W. A. (1996) The contribution of ionization enthalpies to the apparent activation energy of the reaction of peroxynitrite with thiols. 211th American Chemical Society National Meeting, New Orleans, LA, March 2428, 1996.
    • (1996) 211th American Chemical Society National Meeting
    • Zhang, H.1    Squadrito, G.L.2    Pryor, W.A.3
  • 29
    • 0031407292 scopus 로고    scopus 로고
    • The mechanism of the peroxynitrite-carbon dioxide reaction probed using tyrosine
    • Zhang, H., Squadrito, G. L., and Pryor, W. A. (1997) The mechanism of the peroxynitrite-carbon dioxide reaction probed using tyrosine. Nitric Oxide 1, 301-307.
    • (1997) Nitric Oxide , vol.1 , pp. 301-307
    • Zhang, H.1    Squadrito, G.L.2    Pryor, W.A.3
  • 32
    • 33646304966 scopus 로고
    • Applicability of the Hammett equation to the indole system: Acidity of indole-3-carboxylic acids
    • Melzer, M. S. (1962) Applicability of the Hammett equation to the indole system: acidity of indole-3-carboxylic acids. J. Org. Chem. 27, 496-499.
    • (1962) J. Org. Chem. , vol.27 , pp. 496-499
    • Melzer, M.S.1
  • 33
    • 0031236423 scopus 로고    scopus 로고
    • Spontaneous reactions and reduction by iodide of peroxynitrite and peroxynitrate: Mechanistic insight from activation parameters
    • Goldstein, S., Meyerstein,.D., van Eldik, R., and Czapski, G. (1997) Spontaneous reactions and reduction by iodide of peroxynitrite and peroxynitrate: mechanistic insight from activation parameters. J. Phys. Chem. A 101, 7114-7118.
    • (1997) J. Phys. Chem. a , vol.101 , pp. 7114-7118
    • Goldstein, S.1    Meyerstein, D.2    Van Eldik, R.3    Czapski, G.4
  • 35
    • 0030881614 scopus 로고    scopus 로고
    • Peroxynitrite-mediated oxidation of D,L-selenomethionine: Kinetics, mechanism and the role of carbon dioxide
    • Padmaja, S., Squadrito, G. L., Lemercier, J.-N., Cueto, R., and Pryor, W. A. (1997) Peroxynitrite-mediated oxidation of D,L-selenomethionine: kinetics, mechanism and the role of carbon dioxide. Free Radical Biol. Med. 23, 917-926.
    • (1997) Free Radical Biol. Med. , vol.23 , pp. 917-926
    • Padmaja, S.1    Squadrito, G.L.2    Lemercier, J.-N.3    Cueto, R.4    Pryor, W.A.5
  • 39
    • 0000226127 scopus 로고
    • Substituent effects on the spectral, acid-base, and redox properties of indolyl radicals: A pulse radiolysis study
    • Jovanovic, S. V., and Steenken, S. (1992) Substituent effects on the spectral, acid-base, and redox properties of indolyl radicals: a pulse radiolysis study. J. Phys. Chem. 96, 6674-6679.
    • (1992) J. Phys. Chem. , vol.96 , pp. 6674-6679
    • Jovanovic, S.V.1    Steenken, S.2
  • 40
    • 0023835407 scopus 로고
    • Synthesis of 2-nitro-Ltryptophan
    • Phillips, R. S., and Cohen, L. A. (1988) Synthesis of 2-nitro-Ltryptophan. J. Hetrocycl. Chem. 25, 191-192.
    • (1988) J. Hetrocycl. Chem. , vol.25 , pp. 191-192
    • Phillips, R.S.1    Cohen, L.A.2
  • 41
    • 0004215782 scopus 로고
    • The Chemistry of Indoles
    • Blomquist, A., Ed. Academic Press, New York
    • Sundberg, R. J. (1970) The Chemistry of Indoles. In Organic Chemistry (Blomquist, A., Ed.) pp 14-17, Academic Press, New York.
    • (1970) Organic Chemistry , pp. 14-17
    • Sundberg, R.J.1
  • 42
    • 0000217491 scopus 로고    scopus 로고
    • Oxidation of free tryptophan and tryptophan residues in peptides and proteins
    • Simat, T. J., and Steinhart, H. (1998) Oxidation of free tryptophan and tryptophan residues in peptides and proteins. J. Agric. Food Chem. 46, 490-498.
    • (1998) J. Agric. Food Chem. , vol.46 , pp. 490-498
    • Simat, T.J.1    Steinhart, H.2
  • 44
    • 0029909954 scopus 로고    scopus 로고
    • Direct and indirect oxidations by peroxynitrite, neither involving the hydroxyl radical
    • Goldstein, S., Squadrito, G. L., Pryor, W. A., and Czapski, G. (1996) Direct and indirect oxidations by peroxynitrite, neither involving the hydroxyl radical. Free Radical Biol. Med. 21,965974.
    • (1996) Free Radical Biol. Med. , vol.21 , pp. 965974
    • Goldstein, S.1    Squadrito, G.L.2    Pryor, W.A.3    Czapski, G.4
  • 45
    • 0021884632 scopus 로고
    • The correlation between human plasma melatonin levels and urinary 6-hydroxymelatonin excretion
    • Markey, S. P., Higa, S., Shih, M., Danforth, D. N., and Tamarkin, L. (1985) The correlation between human plasma melatonin levels and urinary 6-hydroxymelatonin excretion. Clin. Chim. Acta 150, 221-225.
    • (1985) Clin. Chim. Acta , vol.150 , pp. 221-225
    • Markey, S.P.1    Higa, S.2    Shih, M.3    Danforth, D.N.4    Tamarkin, L.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.