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Volumn 9, Issue 1, 1996, Pages 3-7

An adduct between peroxynitrite and 2′-deoxyguanosine: 4,5-dihydro-5-hydroxy-4-(nitrosooxy)-2′-deoxyguanosine

Author keywords

[No Author keywords available]

Indexed keywords

4,5 DIHYDRO 5 HYDROXY 4 (NITROSOOXY) 2' DEOXYGUANOSINE; DEOXYGUANOSINE; NITRIC ACID DERIVATIVE; PEROXYNITRITE; UNCLASSIFIED DRUG;

EID: 0030034846     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx950126n     Document Type: Article
Times cited : (101)

References (38)
  • 1
    • 0025189864 scopus 로고
    • Apparent hydroxyl radical production by peroxynitxite: Implications for endothelial injury from nitric oxide and superoxide
    • Beckman, J. S., Beckman, T., W., Chen, J., Marshall, P. A., and Freeman, B. (1990) Apparent hydroxyl radical production by peroxynitxite: 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.A.4    Freeman, B.5
  • 2
    • 33845378793 scopus 로고
    • Reaction of superoxide with nitric oxide to form peroxonitrite in alkaline aqueous solution
    • Blough, N. V., and Zafiriou, O. C. (1985) Reaction of superoxide with nitric oxide to form peroxonitrite in alkaline aqueous solution. Inorg. Chem. 24, 3502-3504.
    • (1985) Inorg. Chem. , vol.24 , pp. 3502-3504
    • Blough, N.V.1    Zafiriou, O.C.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. 288, 446-451.
    • (1992) Arch. Biochem. Biophys. , vol.288 , pp. 446-451
    • Ischiropoulos, H.1    Zhu, L.2    Beckman, J.S.3
  • 4
    • 0028300260 scopus 로고
    • Kinetics of nitric oxide and hydrogen peroxide production and formation of peroxynitrite
    • Carreras, M. C., Pargament, G. A., Catz, S. D., Poderoso, J. J., and Bovens, A. (1994) Kinetics of nitric oxide and hydrogen peroxide production and formation of peroxynitrite. FEBS Lett 341, 65-68.
    • (1994) FEBS Lett , vol.341 , pp. 65-68
    • Carreras, M.C.1    Pargament, G.A.2    Catz, S.D.3    Poderoso, J.J.4    Bovens, A.5
  • 5
    • 0027194540 scopus 로고
    • A redox-based mechanism for the neuroprotective and neurodestructive effects of nitric oxide and related nitroso-compounds
    • Lipton, S. A., Chol, Y.-B., Pan, Z.-H., Lei, S. Z , Chen, H.-S V., Sucher, N. J., Loscalzo, J., Singel, D. J., and Stamler, J. S. (1993) A redox-based mechanism for the neuroprotective and neurodestructive effects of nitric oxide and related nitroso-compounds. Nature 364, 626-631.
    • (1993) Nature , vol.364 , pp. 626-631
    • Lipton, S.A.1    Chol, Y.-B.2    Pan, Z.-H.3    Lei, S.Z.4    Chen, H.-S.V.5    Sucher, N.J.6    Loscalzo, J.7    Singel, D.J.8    Stamler, J.S.9
  • 6
    • 0027496238 scopus 로고
    • A radical hypothesis for neurodegeneration
    • Olanow, C. W. (1993) A radical hypothesis for neurodegeneration Trends Neurol. Sci. 11, 439-444.
    • (1993) Trends Neurol. Sci. , vol.11 , pp. 439-444
    • Olanow, C.W.1
  • 10
    • 0027247805 scopus 로고
    • Oxidants in cigarette smoke. Tabacco smoking and nutrition
    • Pryor, W. A., and Stone, K. (1993) Oxidants in cigarette smoke. Tabacco smoking and nutrition. Ann. N.Y. Acad. Sci. 686, 12-28.
    • (1993) Ann. N.Y. Acad. Sci. , vol.686 , pp. 12-28
    • Pryor, W.A.1    Stone, K.2
  • 11
    • 85050535788 scopus 로고
    • The chemistry of peroxynitrites
    • Edwards, J. O., and Plumb, R. C. (1994) The chemistry of peroxynitrites. Prog. Inorg. Chem. 41, 599-634.
    • (1994) Prog. Inorg. Chem. , vol.41 , pp. 599-634
    • Edwards, J.O.1    Plumb, R.C.2
  • 12
    • 0027974136 scopus 로고
    • One- and two-electron oxidations of methionine by peroxynitnte
    • Pryor, W. A., Jin, X., and Squadrito, G. L. (1994) One- and two-electron oxidations of methionine by peroxynitnte. 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
  • 13
    • 0028172263 scopus 로고
    • The oxidation of α-tocopherol and Trolox by peroxynitrite
    • Hogg, N., Joseph, J., and Kalyaraman, B. (1994) The oxidation of α-tocopherol and Trolox by peroxynitrite. Arch. Biochem. Biophys. 314, 153-158.
    • (1994) Arch. Biochem. Biophys. , vol.314 , pp. 153-158
    • Hogg, N.1    Joseph, J.2    Kalyaraman, B.3
  • 14
    • 0026782383 scopus 로고
    • Inactivation of α1-proteinase inhibitor by peroxynitrite
    • Moreno, J. J., and Pryor, W. A. (1992) Inactivation of α1-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
  • 15
    • 0028131242 scopus 로고
    • Reaction of peroxynitrite with oxyhaemoglobin: Interference with photometrical determination of nitric oxide
    • Schmidt, K., Klatt, P., and Mayer, B. (1994) Reaction of peroxynitrite with oxyhaemoglobin: interference with photometrical determination of nitric oxide. Biochem. J. 301, 645-647.
    • (1994) Biochem. J. , vol.301 , pp. 645-647
    • Schmidt, K.1    Klatt, P.2    Mayer, B.3
  • 16
    • 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
  • 19
    • 0026470813 scopus 로고
    • Bactericidal acitivity of peroxynitrite
    • Zhu, L., Gunn, C., and Beckman, J. (1992) Bactericidal acitivity of peroxynitrite. Arch. Biophys. Biochem. 298, 452-457.
    • (1992) Arch. Biophys. Biochem. , vol.298 , pp. 452-457
    • Zhu, L.1    Gunn, C.2    Beckman, J.3
  • 20
    • 0028847858 scopus 로고
    • The comparative toxicity of nitric oxide and peroxynitrite to Escherichia coli
    • Brunelli, L., Crow, J. P., Beckman, J. (1995) The comparative toxicity of nitric oxide and peroxynitrite to Escherichia coli. Arch. Biochem. Biophys. 316, 327-334.
    • (1995) Arch. Biochem. Biophys. , vol.316 , pp. 327-334
    • Brunelli, L.1    Crow, J.P.2    Beckman, J.3
  • 21
    • 0026680555 scopus 로고
    • A stable solid that generates hydroxyl radical upon dissolution in aqueous solutions: Reaction with proteins and nucleic acids
    • King, P. A., Anderson, V., Edwards, J. O., Gustafson, G., Plumb, R. C., and Suggs, J. W. (1992) A stable solid that generates hydroxyl radical upon dissolution in aqueous solutions: reaction with proteins and nucleic acids. J. Am. Chem. Soc. 114, 5430-5432.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 5430-5432
    • King, P.A.1    Anderson, V.2    Edwards, J.O.3    Gustafson, G.4    Plumb, R.C.5    Suggs, J.W.6
  • 22
    • 37049135943 scopus 로고
    • The chemistry of pernitrites. Part I. Kinetics of decomposition of pernitrous acid
    • Hughes, B. N., and Nicklin, H. G. (1968) The chemistry of pernitrites. Part I. Kinetics of decomposition of pernitrous acid. J. Chem. Soc. (A), 450-452.
    • (1968) J. Chem. Soc. (A) , pp. 450-452
    • Hughes, B.N.1    Nicklin, H.G.2
  • 23
    • 85033818235 scopus 로고
    • Nitration of guanine and its nucleoside derivatives at the C-8 position by nitronium ion, nitrogen dioxide, and peroxynitnte
    • Abstract International Society for Free Radical Research, Sydney, Australia
    • Shigenaga, M. K., Christen, S., Douki, T., Yeo, H. C., Lee, H. H., and Ames, B. N. (1994) Nitration of guanine and its nucleoside derivatives at the C-8 position by nitronium ion, nitrogen dioxide, and peroxynitnte. Abstract International Society for Free Radical Research, 7th Biennial Scientific Meeting, Sydney, Australia.
    • (1994) 7th Biennial Scientific Meeting
    • Shigenaga, M.K.1    Christen, S.2    Douki, T.3    Yeo, H.C.4    Lee, H.H.5    Ames, B.N.6
  • 24
    • 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'Neil, C. A., Helliwell, 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'Neil, C.A.2    Helliwell, B.3    Cross, C.E.4    Kaur, H.5
  • 25
    • 0029135397 scopus 로고
    • Formation of 8-nitoguanine by the reaction of guanine with peroxynitrite in vitro
    • Yermilov, V., Rubio, J., Beechi, M., Friesen, M. D., Pignatelli, B., and Ohshima, H. (1995) Formation of 8-nitoguanine by the reaction of guanine with peroxynitrite in vitro. Carcinogenesis 16, 2045-2050.
    • (1995) Carcinogenesis , vol.16 , pp. 2045-2050
    • Yermilov, V.1    Rubio, J.2    Beechi, M.3    Friesen, M.D.4    Pignatelli, B.5    Ohshima, H.6
  • 26
    • 0010243016 scopus 로고
    • Detection of deoxyribonucleotides on paper chromatograms
    • Buchanan, J. G. (1951) Detection of deoxyribonucleotides on paper chromatograms. Nature 168, 1091.
    • (1951) Nature , vol.168 , pp. 1091
    • Buchanan, J.G.1
  • 27
    • 0021957619 scopus 로고
    • Radiation-induced decomposition of the purine bases within DNA and related model compounds
    • Cadet. J., and Berger, M. (1985) Radiation-induced decomposition of the purine bases within DNA and related model compounds. Int. J. Radiat. Biol. 47, 127-143.
    • (1985) Int. J. Radiat. Biol. , vol.47 , pp. 127-143
    • Cadet, J.1    Berger, M.2
  • 28
    • 0027934952 scopus 로고
    • 2.2-Diamino-4-[(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pento-furanosyl) amino]-5-(2H)-oxazolone: A novel and predominant radical oxidation product of 3′-5′-di-O-acetyl-2′-deoxyguanosine
    • Cadet, J., Berger, M., Buchko, G. W., Joshi, P. C., Raoul, S., and Ravanat, J.-L. (1994) 2.2-Diamino-4-[(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pento-furanosyl)amino]- 5-(2H)-oxazolone: a novel and predominant radical oxidation product of 3′-5′-di-O-acetyl-2′-deoxyguanosine. J Am. Chem. Soc. 116, 7403-7404.
    • (1994) J Am. Chem. Soc. , vol.116 , pp. 7403-7404
    • Cadet, J.1    Berger, M.2    Buchko, G.W.3    Joshi, P.C.4    Raoul, S.5    Ravanat, J.-L.6
  • 29
    • 0024841281 scopus 로고
    • Structural and conformational analyses of 8-hydroxy-2′-deoxyguanosine
    • Culp, S. J., Cho, B. P., Kadlubar, F F., and Evans, F. E. (1989) Structural and conformational analyses of 8-hydroxy-2′-deoxyguanosine. Chem. Res. Toxicol. 2, 416-422.
    • (1989) Chem. Res. Toxicol. , vol.2 , pp. 416-422
    • Culp, S.J.1    Cho, B.P.2    Kadlubar, F.F.3    Evans, F.E.4
  • 31
    • 0000860792 scopus 로고
    • Nitric oxide induced free-radical reactions
    • Shelton, J. R., and Kopczewski, R. F. (1967) Nitric oxide induced free-radical reactions. J. Org. Chem. 32, 2908-2910.
    • (1967) J. Org. Chem. , vol.32 , pp. 2908-2910
    • Shelton, J.R.1    Kopczewski, R.F.2
  • 32
    • 0001301422 scopus 로고
    • Nitrosation of organic hydroperoxides by nitrogen dioxide/dinitrogen tetraoxide
    • Pryor, W. A., Castle, L., and Church. D. F. (1985) Nitrosation of organic hydroperoxides by nitrogen dioxide/dinitrogen tetraoxide. J. Am. Chem. Soc. 107, 211-217.
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 211-217
    • Pryor, W.A.1    Castle, L.2    Church, D.F.3
  • 35
    • 0026556613 scopus 로고
    • Mutagenicity of nitric oxide and its inhibition by antioxidants
    • Arroyo, P. L., Hatch-Pigott, V., Mower, H. F., and Cooney, R. V. (1992) Mutagenicity of nitric oxide and its inhibition by antioxidants. Mutat. Res. 281, 190-202.
    • (1992) Mutat. Res. , vol.281 , pp. 190-202
    • Arroyo, P.L.1    Hatch-Pigott, V.2    Mower, H.F.3    Cooney, R.V.4
  • 36
    • 0027104253 scopus 로고
    • Biochemistry of nitric oxide and its redox-activated forms
    • Stamler, J. S., Singel, D. J., and Loscalzo, J. (1992) Biochemistry of nitric oxide and its redox-activated forms. Science 258, 1898-1902.
    • (1992) Science , vol.258 , pp. 1898-1902
    • Stamler, J.S.1    Singel, D.J.2    Loscalzo, J.3
  • 37
    • 0027171266 scopus 로고
    • Oxidants, antioxidants, and the degenerative diseases of aging
    • Ames, B. N., Shigenaga, M. K. and Hagen, T. M. (1993) Oxidants, antioxidants, and the degenerative diseases of aging. Proc. Natl. Acad. Sci. U.S.A. 90, 7915-7922.
    • (1993) Proc. Natl. Acad. Sci. U.S.A. , vol.90 , pp. 7915-7922
    • Ames, B.N.1    Shigenaga, M.K.2    Hagen, T.M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.