메뉴 건너뛰기




Volumn 21, Issue 3, 1996, Pages 407-411

Competitive reactions of peroxynitrite with 2'-deoxyguanosine and 7,8- dihydro-8-oxo-2'-deoxyguanosine (8-oxodG): Relevance to the formation of 8- oxodG in DNA exposed to peroxynitrite

Author keywords

8 Hydroxy 2' deoxyguanosine; DNA damage; Free radicals; Nitric oxide; Oxidative stress status; Peroxynitrite

Indexed keywords

ANTIOXIDANT; DEOXYGUANOSINE; DNA; GUANOSINE DERIVATIVE; PEROXYACETYLNITRATE; REACTIVE OXYGEN METABOLITE;

EID: 0029783851     PISSN: 08915849     EISSN: None     Source Type: Journal    
DOI: 10.1016/0891-5849(96)00220-1     Document Type: Article
Times cited : (80)

References (36)
  • 1
    • 0025883342 scopus 로고
    • Nitric oxide: Physiology, pathophysiology, and pharmacology
    • 1. Moncada, S.; Palmer, R. M. J.; Higgs, E. A. Nitric oxide: Physiology, pathophysiology, and pharmacology. Pharmacol. Rev. 43:109-142; 1991.
    • (1991) Pharmacol. Rev. , vol.43 , pp. 109-142
    • Moncada, S.1    Palmer, R.M.J.2    Higgs, E.A.3
  • 2
    • 0026531834 scopus 로고
    • Biological roles of nitric oxide
    • May
    • 2. Snyder, S. H.; Bredt, D. S. Biological roles of nitric oxide. Sci. Am. May:68-77; 1992.
    • (1992) Sci. Am. , pp. 68-77
    • Snyder, S.H.1    Bredt, D.S.2
  • 3
  • 4
    • 0028285606 scopus 로고
    • Agonist-induced peroxynitrite production from endothelial cells
    • 4. Kooy, N. W.; Royall, J. A. Agonist-induced peroxynitrite production from endothelial cells. Arch. Biochem. Biophys. 310:352-359; 1994.
    • (1994) Arch. Biochem. Biophys. , vol.310 , pp. 352-359
    • Kooy, N.W.1    Royall, J.A.2
  • 5
    • 0026453418 scopus 로고
    • Peroxynitrite formation from macrophage-derived nitric oxide
    • 5. Ischiropoulos, H.; Zhu, L.; Beckman, J. S. Peroxynitrite formation from macrophage-derived nitric oxide. Arch. Biochem. Biophys. 298:446-451; 1992.
    • (1992) Arch. Biochem. Biophys. , vol.298 , pp. 446-451
    • Ischiropoulos, H.1    Zhu, L.2    Beckman, J.S.3
  • 6
    • 0027380609 scopus 로고
    • Nitric oxide, superoxide and peroxynitrite: Putative mediators of NMDA-induced cell death in cerebellar granule cells
    • 6. Lafon-Cazal, M.; Culcasi, M.; Gaven, F.; Pietri, S.; Bockaert, J. Nitric oxide, superoxide and peroxynitrite: Putative mediators of NMDA-induced cell death in cerebellar granule cells. Neuropharmacology 32:1259-1266; 1993.
    • (1993) Neuropharmacology , vol.32 , pp. 1259-1266
    • Lafon-Cazal, M.1    Culcasi, M.2    Gaven, F.3    Pietri, S.4    Bockaert, J.5
  • 7
    • 0027974136 scopus 로고
    • One-and two-electron oxidations of methionine by peroxynitrite
    • 7. Pryor, W. A.; Jin, X.; Squadrito, G. L. One-and two-electron oxidations of methionine by peroxynitrite. Proc. Natl. Acad. Sci. USA 91:11173-11177; 1994.
    • (1994) Proc. Natl. Acad. Sci. USA , 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
    • 8. Pryor, W. A.; Squadrito, G. L. The chemistry of peroxynitrite: A product from the reaction of nitric oxide with superoxide. Am. J. Physiol. (Lung Cell. Mol. Physiol. 12) 268:L699-L722; 1995.
    • (1995) Am. J. Physiol. (Lung Cell. Mol. Physiol. 12) , vol.268
    • Pryor, W.A.1    Squadrito, G.L.2
  • 9
    • 0025096836 scopus 로고
    • Methylene blue plus light mediates 8-hydroxy 2′-deoxyguanosine formation in DNA preferentially over strand breakage
    • 9. Schneider, J. E.; Price, S.; Maidt, L.; Gutteridge, J. M. C.; Floyd, R. A. Methylene blue plus light mediates 8-hydroxy 2′-deoxyguanosine formation in DNA preferentially over strand breakage. Nucleic Acids Res. 18:631-635; 1990.
    • (1990) Nucleic Acids Res. , vol.18 , pp. 631-635
    • Schneider, J.E.1    Price, S.2    Maidt, L.3    Gutteridge, J.M.C.4    Floyd, R.A.5
  • 10
    • 0001014503 scopus 로고
    • Phthalocyanine and naphthalocyanine photosensitized oxidation of 2′-deoxyguanosine: Distinct type I and type II products
    • 10. Ravanat, J.-L.; Berger, M.; Benard, F.; Langlois, R.; Quellet, R.; Van Lier, J. E.; Cadet, J. Phthalocyanine and naphthalocyanine photosensitized oxidation of 2′-deoxyguanosine: Distinct type I and type II products. J. Photochem. Photobiol. 55:809-814; 1992.
    • (1992) J. Photochem. Photobiol. , vol.55 , pp. 809-814
    • Ravanat, J.-L.1    Berger, M.2    Benard, F.3    Langlois, R.4    Quellet, R.5    Van Lier, J.E.6    Cadet, J.7
  • 11
    • 84877627020 scopus 로고
    • Photosensitized formation of 7,8-dihydro-8-oxo-2′-deoxyguanosine (8-hydroxy-2′-deoxyguanosine) in DNA by riboflavin: A non singlet oxygen mediated reaction
    • 11. Kasai, H.; Yamaizumi, Z.; Berger, M.; Cadet, J. Photosensitized formation of 7,8-dihydro-8-oxo-2′-deoxyguanosine (8-hydroxy-2′-deoxyguanosine) in DNA by riboflavin: A non singlet oxygen mediated reaction. J. Am. Chem. Soc. 114:9692-9694; 1992.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 9692-9694
    • Kasai, H.1    Yamaizumi, Z.2    Berger, M.3    Cadet, J.4
  • 12
  • 13
    • 0021921097 scopus 로고
    • Formation of an 8-hydroxyguanine moiety in deoxyribonucleic acid on gamma-irradiation in aqueous solution
    • 13. Dizdaroglu, M. Formation of an 8-hydroxyguanine moiety in deoxyribonucleic acid on gamma-irradiation in aqueous solution. Biochemistry 24:4476-4481; 1985.
    • (1985) Biochemistry , vol.24 , pp. 4476-4481
    • Dizdaroglu, M.1
  • 14
    • 0021769722 scopus 로고
    • Hydroxylation of deoxyguanosine at the C-8 position by ascorbic acid and other reducing agents
    • 14. Kasai, H.; Nishimura, S. Hydroxylation of deoxyguanosine at the C-8 position by ascorbic acid and other reducing agents. Nucleic Acids Res. 12:2137-2145; 1984.
    • (1984) Nucleic Acids Res. , vol.12 , pp. 2137-2145
    • Kasai, H.1    Nishimura, S.2
  • 15
    • 0025835151 scopus 로고
    • Formation of 8-hydroxy(deoxy)-guanosine and generation of strand breaks at guanine residues in DNA by singlet oxygen
    • 15. Devasagayam, T. P. A.; Steenken, S.; Obendorf, M. S. W.; Schultz, W. A.; Sies, H. Formation of 8-hydroxy(deoxy)-guanosine and generation of strand breaks at guanine residues in DNA by singlet oxygen. Biochemistry 30:6283-6289; 1991.
    • (1991) Biochemistry , vol.30 , pp. 6283-6289
    • Devasagayam, T.P.A.1    Steenken, S.2    Obendorf, M.S.W.3    Schultz, W.A.4    Sies, H.5
  • 17
    • 0029794527 scopus 로고    scopus 로고
    • An improved synthesis of peroxynitrite by the azide-ozone reaction
    • 17. Uppu, R. M.; Squadrito, G. L.; Cueto, R.; Pryor, W. A. An improved synthesis of peroxynitrite by the azide-ozone reaction. Methods Enzymol. 269:311-321; 1996.
    • (1996) Methods Enzymol. , vol.269 , pp. 311-321
    • Uppu, R.M.1    Squadrito, G.L.2    Cueto, R.3    Pryor, W.A.4
  • 18
    • 0022931584 scopus 로고
    • Hydroxyl free radical adduct of deoxyguanosine: Sensitive detection and mechanism of formation
    • 18. Floyd, R. A.; Watson, J. J.; Wong, P. K.; Altmiller, D. H.; Rickard, R. C. Hydroxyl free radical adduct of deoxyguanosine: Sensitive detection and mechanism of formation. Free Radic. Res. Commun. 1:163-172; 1986.
    • (1986) Free Radic. Res. Commun. , vol.1 , pp. 163-172
    • Floyd, R.A.1    Watson, J.J.2    Wong, P.K.3    Altmiller, D.H.4    Rickard, R.C.5
  • 20
    • 0026680555 scopus 로고
    • A stable solid that generates hydroxyl radical upon dissolution in aqueous solutions: Reaction with proteins and nucleic acid
    • 20. King, P. A.; Anderson, V. E.; Edwards, J. O.; Gustafson, G.; Plumb, R. C.; Suggs, J. W. A stable solid that generates hydroxyl radical upon dissolution in aqueous solutions: Reaction with proteins and nucleic acid. J. Am. Chem. Soc. 114:5430-5432; 1992.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 5430-5432
    • King, P.A.1    Anderson, V.E.2    Edwards, J.O.3    Gustafson, G.4    Plumb, R.C.5    Suggs, J.W.6
  • 21
    • 0000915860 scopus 로고
    • Peroxynitrite induced DNA strand scission mediated by a manganese porphyrin
    • 21. Groves, J. T.; Maria, S. S. Peroxynitrite induced DNA strand scission mediated by a manganese porphyrin. J. Am. Chem. Soc. 117:9578-9579; 1995.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 9578-9579
    • Groves, J.T.1    Maria, S.S.2
  • 22
    • 0028785105 scopus 로고
    • Formation of 8-nitroguanine in DNA treated with peroxynitrite in vitro and its rapid removal from DNA by depurination
    • 22. Yermilov, V.; Rubio, J.; Ohshima, H. Formation of 8-nitroguanine in DNA treated with peroxynitrite in vitro and its rapid removal from DNA by depurination. FEBS Lett. 376:207-210; 1995.
    • (1995) FEBS Lett. , vol.376 , pp. 207-210
    • Yermilov, V.1    Rubio, J.2    Ohshima, H.3
  • 23
    • 0029111530 scopus 로고
    • Oxidative DNA damage induced by simultaneous generation of nitric oxide and superoxide
    • 23. Inoue, S.; Kawanishi, S. Oxidative DNA damage induced by simultaneous generation of nitric oxide and superoxide. FEBS Lett. 371:86-88; 1995.
    • (1995) FEBS Lett. , vol.371 , pp. 86-88
    • Inoue, S.1    Kawanishi, S.2
  • 24
    • 0030034846 scopus 로고    scopus 로고
    • An adduct between peroxynitrite and 2′-deoxyguanosine: 4,5-dihydro-5-hydroxy-4-(nitrosooxy)-2′-deoxyguanosine
    • 24. Douki, T.; Cadet, J.; Ames, B. N. An adduct between peroxynitrite and 2′-deoxyguanosine: 4,5-dihydro-5-hydroxy-4-(nitrosooxy)-2′-deoxyguanosine. Chem. Res. Toxicol. 9:3-7; 1996.
    • (1996) Chem. Res. Toxicol. , vol.9 , pp. 3-7
    • Douki, T.1    Cadet, J.2    Ames, B.N.3
  • 26
    • 0025981359 scopus 로고
    • Insertion of specific bases during DNA synthesis past the oxidation damaged base 8-oxodG
    • 26. Shibutani, S.; Takeshita, M.; Grollman, A. P. Insertion of specific bases during DNA synthesis past the oxidation damaged base 8-oxodG. Nature 349:431-134; 1991.
    • (1991) Nature , vol.349 , pp. 431-1134
    • Shibutani, S.1    Takeshita, M.2    Grollman, A.P.3
  • 27
    • 33748366270 scopus 로고
    • - and OH adducts
    • - and OH adducts. Chem. Rev. 89:503-520; 1989.
    • (1989) Chem. Rev. , vol.89 , pp. 503-520
    • Steenken, S.1
  • 28
    • 0024796728 scopus 로고
    • On the mechanism of NO release from sydnonimines
    • 28. Feelisch, M.; Ostrowski, J.; Noack, E. On the mechanism of NO release from sydnonimines. J. Cardiovasc. Pharmacol. 14(Suppl. 11):S13-S22; 1989.
    • (1989) J. Cardiovasc. Pharmacol. , vol.14 , Issue.SUPPL. 11
    • Feelisch, M.1    Ostrowski, J.2    Noack, E.3
  • 29
    • 0028970801 scopus 로고
    • The role of the reactions of NO with superoxide and oxygen in biological systems: A kinetic approach
    • 29. Czapski, G.; Goldstein, S. The role of the reactions of NO with superoxide and oxygen in biological systems: A kinetic approach. Free Radic. Biol. Med. 19:785-794; 1995.
    • (1995) Free Radic. Biol. Med. , vol.19 , pp. 785-794
    • Czapski, G.1    Goldstein, S.2
  • 31
    • 0024462967 scopus 로고
    • Endogenous DNA damage as related to cancer and aging
    • 31. Ames, B. N.; Saul, R. L. Endogenous DNA damage as related to cancer and aging. Mutat. Res. 214:41-46; 1989.
    • (1989) Mutat. Res. , vol.214 , pp. 41-46
    • Ames, B.N.1    Saul, R.L.2
  • 32
    • 0024815224 scopus 로고
    • Urinary 8-hydroxy-2′-deoxyguanosine as a biological marker of in vivo oxidative DNA damage
    • 32. Shigenaga, M. K.; Gimeno, C. J.; Ames, B. N. Urinary 8-hydroxy-2′-deoxyguanosine as a biological marker of in vivo oxidative DNA damage. Proc. Natl Acad. Sci. USA 86:9697-9701; 1989.
    • (1989) Proc. Natl Acad. Sci. USA , vol.86 , pp. 9697-9701
    • Shigenaga, M.K.1    Gimeno, C.J.2    Ames, B.N.3
  • 33
    • 0027934952 scopus 로고
    • 2,2-Diamino-4-[(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pentofuran osyl)amino]-5-(2H)-oxazolone: A novel and predominant radical oxidation product of 3′,5′-Di-O-acetyl-2′-deoxyguanosine
    • 33. Cadet, J.; Berger, M.; Buchko, G. W.; Joshi, P. C.; Raoul, S.; Ravanat, J.-L. 2,2-Diamino-4-[(3,5-di-O-acetyl-2-deoxy-β-D-erythro-pentofuran osyl)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.
    • (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
  • 35
    • 0022718656 scopus 로고
    • Uric acid protection of nucleobases from ozone-induced degradation
    • 35. Meadows, J.; Smith, R. C. Uric acid protection of nucleobases from ozone-induced degradation. Arch. Biochem. Biophys. 246:838-845; 1986.
    • (1986) Arch. Biochem. Biophys. , vol.246 , pp. 838-845
    • Meadows, J.1    Smith, R.C.2
  • 36
    • 0029867717 scopus 로고    scopus 로고
    • Acceleration of peroxynitrite oxidations by carbon dioxide
    • 36. Uppu, R. M.; Squadrito, G. L.; Pryor, W. A. Acceleration of peroxynitrite oxidations by carbon dioxide. Arch. Biochem. Biophys. 327:335-343; 1996.
    • (1996) Arch. Biochem. Biophys. , vol.327 , pp. 335-343
    • Uppu, R.M.1    Squadrito, G.L.2    Pryor, W.A.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.