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Volumn 9, Issue 1, 1996, Pages 262-267

The reaction of ebselen with peroxynitrite

Author keywords

[No Author keywords available]

Indexed keywords

ANTIINFLAMMATORY AGENT; EBSELEN; GLUTATHIONE PEROXIDASE; NITRITE; NITROUS ACID; ORGANOSELENIUM DERIVATIVE; OXIDE; PEROXIDE; REACTIVE OXYGEN METABOLITE; SELENIUM;

EID: 0030034735     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx950115u     Document Type: Article
Times cited : (155)

References (35)
  • 1
    • 0025189864 scopus 로고
    • Apparent hydroxyl radical production by peroxynitrite: Implications for endothelial injury from nitric oxide and superoxide
    • Beckman, J. S., Beckman, T. W., Chen, J., Marshall, P., and Freeman, B. A. (1990) Apparent hydroxyl radical production by peroxynitrite: Implications for endothelial injury from nitric oxide and superoxide. Proc. Natl. Acad. Sci. U.S.A. 87, 1620-1624.
    • (1990) Proc. Natl. Acad. Sci. U.S.A. , vol.87 , pp. 1620-1624
    • Beckman, J.S.1    Beckman, T.W.2    Chen, J.3    Marshall, P.4    Freeman, B.A.5
  • 2
  • 3
    • 0026453418 scopus 로고
    • Peroxynitrite formation from macrophage-derived nitric oxide
    • Ischiropoulos, H., Zhu, L., and Beckman, J. S. (1992) Peroxynitrite formation from macrophage-derived nitric oxide. Arch. Biochem. Biophys. 298, 446-451.
    • (1992) Arch. Biochem. Biophys. , vol.298 , pp. 446-451
    • Ischiropoulos, H.1    Zhu, L.2    Beckman, J.S.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
  • 6
    • 0028063558 scopus 로고
    • Singlet molecular oxygen production in the reaction of peroxynitrite with hydrogen peroxide
    • Di Mascio, P., Bechara, E. J. H., Medeiros, M. H. G., Briviba, K., and Sies, H. (1994) Singlet molecular oxygen production in the reaction of peroxynitrite with hydrogen peroxide. FEBS Lett 355, 287-289.
    • (1994) FEBS Lett , vol.355 , pp. 287-289
    • Di Mascio, P.1    Bechara, E.J.H.2    Medeiros, M.H.G.3    Briviba, K.4    Sies, H.5
  • 7
    • 0026782383 scopus 로고
    • Inactivation of α-1-proteinase inhibitor by peroxynitrite
    • Moreno, J. J., and Pryor, W. A. (1992) Inactivation of α-1-proteinase inhibitor by peroxynitrite. Chem. Res. Toxicol. 5, 425-431.
    • (1992) Chem. Res. Toxicol. , vol.5 , pp. 425-431
    • Moreno, J.J.1    Pryor, W.A.2
  • 8
    • 0027974136 scopus 로고
    • One- and two-electron oxidations of methionine by peroxynitrite
    • Pryor, W. A., Jin, X., and Squadrito, G. L. (1994) One- and two-electron oxidations of methionine by peroxynitrite. Proc. Natl. Acad. Sci. U.S.A. 91, 11173-11177.
    • (1994) Proc. Natl. Acad. Sci. U.S.A. , vol.91 , pp. 11173-11177
    • Pryor, W.A.1    Jin, X.2    Squadrito, G.L.3
  • 10
    • 9444245614 scopus 로고
    • The nitration and hydroxylation of aromatic compounds by pernitrous acid
    • Halfpenny, E., and Robinson, P. L. (1952) The nitration and hydroxylation of aromatic compounds by pernitrous acid. J. Chem. Soc., 939-946
    • (1952) J. Chem. Soc. , pp. 939-946
    • Halfpenny, E.1    Robinson, P.L.2
  • 11
    • 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
  • 16
    • 0025870880 scopus 로고
    • Contribution of nitric oxide synthase to luminol-dependent chemiluminescence generated by phorbol-ester-activated Kupffer cells
    • Wang, J.-F., Komarov, P., Sies, H., and de Groot, H. (1991) Contribution of nitric oxide synthase to luminol-dependent chemiluminescence generated by phorbol-ester-activated Kupffer cells. Biochem. J. 279, 311-314.
    • (1991) Biochem. J. , vol.279 , pp. 311-314
    • Wang, J.-F.1    Komarov, P.2    Sies, H.3    De Groot, H.4
  • 17
    • 0026680761 scopus 로고
    • Inhibition of superoxide and nitric oxide release and protection from reoxygenetion injury by ebselen in rat Kupffer cells
    • Wang, J.-F., Komarov, P., Sies, H., and de Groot, H. (1992) Inhibition of superoxide and nitric oxide release and protection from reoxygenetion injury by ebselen in rat Kupffer cells. Hepatology 15, 1112-1116.
    • (1992) Hepatology , vol.15 , pp. 1112-1116
    • Wang, J.-F.1    Komarov, P.2    Sies, H.3    De Groot, H.4
  • 18
    • 0020346520 scopus 로고
    • Active oxygen metabolites and their action in the hepatocyte. Studies on chemiluminescence responses and alkane production
    • (Parnham, M. J., and Winkelmann, J., Eds.) Birkhauser Verlag, Basel
    • Cadenas, E., Wefers, H., Müller, A., Brigelius, R., and Sies, H. (1982) Active oxygen metabolites and their action in the hepatocyte. Studies on chemiluminescence responses and alkane production. In Agents and Actions Supplements (Parnham, M. J., and Winkelmann, J., Eds.) Vol. 11, pp 203-216, Birkhauser Verlag, Basel.
    • (1982) Agents and Actions Supplements , vol.11 , pp. 203-216
    • Cadenas, E.1    Wefers, H.2    Müller, A.3    Brigelius, R.4    Sies, H.5
  • 19
    • 0013310668 scopus 로고
    • GSH-peroxidase-like organo-selenium compound with antiinflammatory activity
    • Parnham, M. J., Leyck, S., Dereu, N., Winkelmann, J., and Graf, E. (1985) GSH-peroxidase-like organo-selenium compound with antiinflammatory activity. Adv. Inflammation Res. 10, 397-401.
    • (1985) Adv. Inflammation Res. , vol.10 , pp. 397-401
    • Parnham, M.J.1    Leyck, S.2    Dereu, N.3    Winkelmann, J.4    Graf, E.5
  • 20
    • 0022490228 scopus 로고
    • A novel biologically active seleno-organic compound. VI. Protection by ebselen (PZ 51) against galactosamine/endotoxin-induced hepatitis in mice
    • Wendel, A., and Tiegs, G. (1986) A novel biologically active seleno-organic compound. VI. Protection by ebselen (PZ 51) against galactosamine/endotoxin-induced hepatitis in mice. Biochem. Pharmacol. 35, 2115-2118.
    • (1986) Biochem. Pharmacol. , vol.35 , pp. 2115-2118
    • Wendel, A.1    Tiegs, G.2
  • 22
    • 0023638093 scopus 로고
    • Seleno-organic compounds and the therapy of hydroperoxide-linked pathological conditions
    • Parnham, M. J., and Graf, E. (1987) Seleno-organic compounds and the therapy of hydroperoxide-linked pathological conditions. Biochem. Pharmacol. 36, 3095-3102.
    • (1987) Biochem. Pharmacol. , vol.36 , pp. 3095-3102
    • Parnham, M.J.1    Graf, E.2
  • 23
    • 0021185122 scopus 로고
    • A novel biologically active seleno-organic compound. I. Glutathione peroxidase-like activity in vitro and antioxidant capacity of PZ 51 (ebselen)
    • Muller, A., Cadenas, E., Graf., P., and Sies, H. (1984) A novel biologically active seleno-organic compound. I. Glutathione peroxidase-like activity in vitro and antioxidant capacity of PZ 51 (ebselen). Biochem. Pharmacol. 33, 3235-3239.
    • (1984) Biochem. Pharmacol. , vol.33 , pp. 3235-3239
    • Muller, A.1    Cadenas, E.2    Graf, P.3    Sies, H.4
  • 24
    • 0021135344 scopus 로고
    • A novel biologically active seleno-organic compound. II. Activity of PZ 51 in relation to glutathione peroxidase
    • Wendel, A., Fausel, M., Safayhi, H., Tiegs, G., and Otter, R. (1984) A novel biologically active seleno-organic compound. II. Activity of PZ 51 in relation to glutathione peroxidase. Biochem. Pharmacol. 33, 3241-3245.
    • (1984) Biochem. Pharmacol. , vol.33 , pp. 3241-3245
    • Wendel, A.1    Fausel, M.2    Safayhi, H.3    Tiegs, G.4    Otter, R.5
  • 25
    • 0027533505 scopus 로고
    • Ebselen, a selenoorganic compound as glutathione peroxidase mimic
    • Sies, H. (1993) Ebselen, a selenoorganic compound as glutathione peroxidase mimic. Free Radical Biol. Med. 14, 313-323.
    • (1993) Free Radical Biol. Med. , vol.14 , pp. 313-323
    • Sies, H.1
  • 26
    • 0029114721 scopus 로고
    • Molecular actions of ebselen-an antiinflammatory antioxidant
    • Schewe, T. (1995) Molecular actions of ebselen-an antiinflammatory antioxidant. Gen. Pharmacol. 26, 1153-1169.
    • (1995) Gen. Pharmacol. , vol.26 , pp. 1153-1169
    • Schewe, T.1
  • 27
    • 31144442340 scopus 로고
    • Autoxidation of hydroxylamine in alkaline solutions
    • Hughes, M. N., and Nicklin, H. G. (1971) Autoxidation of hydroxylamine in alkaline solutions. J. Chem. Soc. (A), 164-168.
    • (1971) J. Chem. Soc. (A) , pp. 164-168
    • Hughes, M.N.1    Nicklin, H.G.2
  • 28
    • 84989491409 scopus 로고
    • Mechanism of the catalytic reduction of hydroperoxides by ebselen: A selenium-77 NMR study
    • Fischer, H., and Dereu, N. (1987) Mechanism of the catalytic reduction of hydroperoxides by ebselen: A selenium-77 NMR study. Bull. Soc. Chim. Belg. 96, 757-768.
    • (1987) Bull. Soc. Chim. Belg. , vol.96 , pp. 757-768
    • Fischer, H.1    Dereu, N.2
  • 30
    • 0018716776 scopus 로고
    • Stoichiometry of the reaction of oxyhemoglobin with nitrite
    • Kosaka, H., Imaizuim, K., Imai, K., and Tyuma, I. (1979) Stoichiometry of the reaction of oxyhemoglobin with nitrite. Biochim. Biophys. Acta 581, 184-188.
    • (1979) Biochim. Biophys. Acta , vol.581 , pp. 184-188
    • Kosaka, H.1    Imaizuim, K.2    Imai, K.3    Tyuma, I.4
  • 31
    • 0000781402 scopus 로고
    • Formation of thiocarbonyl compounds in the reaction of ebselen oxide with thiols
    • Glass. R. S., Farooqui, F., Sabahi, M., and Ehler, K. W. (1989) Formation of thiocarbonyl compounds in the reaction of ebselen oxide with thiols. J. Org. Chem. 54, 1092-1097.
    • (1989) J. Org. Chem. , vol.54 , pp. 1092-1097
    • Glass, R.S.1    Farooqui, F.2    Sabahi, M.3    Ehler, K.W.4
  • 32
    • 0023891447 scopus 로고
    • Kinetic mechanism and substrate specificity of the glutathione peroxidase activity of ebselen (PZ 51)
    • Maiorino, M., Roveri, A., Coassin, M., and Ursini, F. (1988) Kinetic mechanism and substrate specificity of the glutathione peroxidase activity of ebselen (PZ 51). Biochem. Pharmacol. 37, 2267-2271.
    • (1988) Biochem. Pharmacol. , vol.37 , pp. 2267-2271
    • Maiorino, M.1    Roveri, A.2    Coassin, M.3    Ursini, F.4
  • 33
    • 0028889014 scopus 로고
    • The oxidation of ebselen metabolites to thiol oxidants catalyzed by liver microsomes and perfused rat liver
    • Alkerboom, T. P. M., Sies, H., and Ziegler, D. M. (1995) The oxidation of ebselen metabolites to thiol oxidants catalyzed by liver microsomes and perfused rat liver. Arch. Biochem. Biophys. 316, 220-226.
    • (1995) Arch. Biochem. Biophys. , vol.316 , pp. 220-226
    • Alkerboom, T.P.M.1    Sies, H.2    Ziegler, D.M.3
  • 34
    • 0026640860 scopus 로고
    • Characterization and quantitation of a selenol intermediate in the reaction of ebselen with thiols
    • Cotgreave, I. A., Morgenstern, R., Engman, L., and Ahokas, J. (1992) Characterization and quantitation of a selenol intermediate in the reaction of ebselen with thiols. Chem.-Biol. Interact. 84, 69-76.
    • (1992) Chem.-Biol. Interact. , vol.84 , pp. 69-76
    • Cotgreave, I.A.1    Morgenstern, R.2    Engman, L.3    Ahokas, J.4
  • 35
    • 0026671631 scopus 로고
    • Determination of the relative contributions of the diselenide and selenol forms of ebselen in the mechanism of its glutathione peroxidase-like activity
    • Morgenstern, R., Cotgreave, I. A., and Engman, L. (1992) Determination of the relative contributions of the diselenide and selenol forms of ebselen in the mechanism of its glutathione peroxidase-like activity. Chem.-Biol. Interact. 84, 77-84.
    • (1992) Chem.-Biol. Interact. , vol.84 , pp. 77-84
    • Morgenstern, R.1    Cotgreave, I.A.2    Engman, L.3


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