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Volumn 20, Issue 11, 2007, Pages 1718-1729

Chemical-biological fingerprinting: Probing the properties of DNA lesions formed by peroxynitrite

Author keywords

[No Author keywords available]

Indexed keywords

8 HYDROXYGUANINE; CARBON DIOXIDE; DNA; LINSIDOMINE; OLIGONUCLEOTIDE; PEROXYNITRITE; PIPERIDINE; TRIAZINE;

EID: 37249087549     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx700273u     Document Type: Article
Times cited : (29)

References (70)
  • 1
    • 0027481965 scopus 로고
    • The reaction of NO with superoxide
    • Huie, R. E., and Padmaja, S. (1993) The reaction of NO with superoxide. Free Radical Res. Commun. 18, 195-199.
    • (1993) Free Radical Res. Commun , vol.18 , pp. 195-199
    • Huie, R.E.1    Padmaja, S.2
  • 2
    • 0029953744 scopus 로고    scopus 로고
    • Mechanism of carbon dioxide-catalyzed oxidation of tyrosine by peroxynitrite
    • Lymar, S. V., Jiang, Q., and Hurst, J. K. (1996) Mechanism of carbon dioxide-catalyzed oxidation of tyrosine by peroxynitrite. Biochemistry 35, 7855-7861.
    • (1996) Biochemistry , vol.35 , pp. 7855-7861
    • Lymar, S.V.1    Jiang, Q.2    Hurst, J.K.3
  • 3
    • 0029145358 scopus 로고
    • DNA damage and oxidation of thiols peroxynitrite causes in rat thymocytes
    • Salgo, M. G., Bermudez, E., Squadrito, G. L., and Pryor, W. A. (1995) DNA damage and oxidation of thiols peroxynitrite causes in rat thymocytes. Arch. Biochem. Biophys. 322, 500-505.
    • (1995) Arch. Biochem. Biophys , vol.322 , pp. 500-505
    • Salgo, M.G.1    Bermudez, E.2    Squadrito, G.L.3    Pryor, W.A.4
  • 5
    • 0029135397 scopus 로고
    • Formation of 8-nitroguanine by the reaction of guanine with peroxynitrite in vitro
    • Yermilov, V., Rubio, J., Becchi, M., Friesen, M. D., Pignatelli, B., and Ohshima, H. (1995) Formation of 8-nitroguanine 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    Becchi, M.3    Friesen, M.D.4    Pignatelli, B.5    Ohshima, H.6
  • 7
    • 0029783851 scopus 로고    scopus 로고
    • 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
    • Uppu, R. M., Cueto, R., Squadrito, G. L., Salgo, M. G., and Pryor, W. A. (1996) 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. Free Radical Biol. Med. 21, 407-411.
    • (1996) Free Radical Biol. Med , vol.21 , pp. 407-411
    • Uppu, R.M.1    Cueto, R.2    Squadrito, G.L.3    Salgo, M.G.4    Pryor, W.A.5
  • 8
    • 0030577390 scopus 로고    scopus 로고
    • Effects of carbon dioxide/bicarbonate on induction of DNA single-strand breaks and formation of 8-nitroguanine, 8-oxoguanine and base-propenal mediated by peroxynitrite
    • Yermilov, V., Yoshie, Y., Rubio, J., and Ohshima, H. (1996) Effects of carbon dioxide/bicarbonate on induction of DNA single-strand breaks and formation of 8-nitroguanine, 8-oxoguanine and base-propenal mediated by peroxynitrite. FEBS Lett. 399, 67-70.
    • (1996) FEBS Lett , vol.399 , pp. 67-70
    • Yermilov, V.1    Yoshie, Y.2    Rubio, J.3    Ohshima, H.4
  • 9
    • 0030010723 scopus 로고    scopus 로고
    • Peroxynitrite mediated oxidation of purine bases of nucleosides and isolated DNA
    • Douki, T., and Cadet, J. (1996) Peroxynitrite mediated oxidation of purine bases of nucleosides and isolated DNA. Free Radical Res. 24, 369-380.
    • (1996) Free Radical Res , vol.24 , pp. 369-380
    • Douki, T.1    Cadet, J.2
  • 11
    • 0041360606 scopus 로고    scopus 로고
    • Oxidative generation of guanine radicals by carbonate radicals and their reactions with nitrogen dioxide to form site specific 5-guanidino-4-nitroimidazole lesions in oligodeoxynucleotides
    • Joffe, A., Mock, S., Yun, B. H., Kolbanovskiy, A., Geacintov, N. E., and Shafirovich, V. (2003) Oxidative generation of guanine radicals by carbonate radicals and their reactions with nitrogen dioxide to form site specific 5-guanidino-4-nitroimidazole lesions in oligodeoxynucleotides. Chem. Res. Toxicol. 16, 966-973.
    • (2003) Chem. Res. Toxicol , vol.16 , pp. 966-973
    • Joffe, A.1    Mock, S.2    Yun, B.H.3    Kolbanovskiy, A.4    Geacintov, N.E.5    Shafirovich, V.6
  • 13
    • 0036223375 scopus 로고    scopus 로고
    • Photochemically catalyzed generation of site-specific 8-nitroguanine adducts in DNA by the reaction of long-lived neutral guanine radicals with nitrogen dioxide
    • Shafirovich, V., Mock, S., Kolbanovskiy, A., and Geacintov, N. E. (2002) Photochemically catalyzed generation of site-specific 8-nitroguanine adducts in DNA by the reaction of long-lived neutral guanine radicals with nitrogen dioxide. Chem. Res. Toxicol. 15, 591-597.
    • (2002) Chem. Res. Toxicol , vol.15 , pp. 591-597
    • Shafirovich, V.1    Mock, S.2    Kolbanovskiy, A.3    Geacintov, N.E.4
  • 14
    • 33646080824 scopus 로고    scopus 로고
    • Mechanisms of formation, genotoxicity, and mutation of guanine oxidation products
    • Neeley, W. L., and Essigmann, J. M. (2006) Mechanisms of formation, genotoxicity, and mutation of guanine oxidation products. Chem. Res. Toxicol. 19, 491-505.
    • (2006) Chem. Res. Toxicol , vol.19 , pp. 491-505
    • Neeley, W.L.1    Essigmann, J.M.2
  • 15
    • 31544432817 scopus 로고    scopus 로고
    • Peroxynitrite-induced oxidation and nitration products of guanine and 8-oxoguanine: Structures and mechanisms of product formation
    • Niles, J. C., Wishnok, J.. S., and Tannenbaum, S. R. (2006) Peroxynitrite-induced oxidation and nitration products of guanine and 8-oxoguanine: Structures and mechanisms of product formation. Nitric Oxide 14, 109-121.
    • (2006) Nitric Oxide , vol.14 , pp. 109-121
    • Niles, J.C.1    Wishnok, J.S.2    Tannenbaum, S.R.3
  • 16
    • 0034932109 scopus 로고    scopus 로고
    • Characterization of hydantoin products from one-electron oxidation of 8-oxo-7,8-dihydroguanosine in a nucleoside model
    • Luo, W., Muller, J. G., Rachlin, E. M., and Burrows, C. J. (2001) Characterization of hydantoin products from one-electron oxidation of 8-oxo-7,8-dihydroguanosine in a nucleoside model. Chem. Res. Toxicol. 14, 927-938.
    • (2001) Chem. Res. Toxicol , vol.14 , pp. 927-938
    • Luo, W.1    Muller, J.G.2    Rachlin, E.M.3    Burrows, C.J.4
  • 17
    • 0034624588 scopus 로고    scopus 로고
    • Characterization of spiroiminodihydantoin as a product of one-electron oxidation of 8-oxo-7,8-dihydroguanosine
    • Luo, W., Muller, J. G., Rachlin, E. M., and Burrows, C. J. (2000) Characterization of spiroiminodihydantoin as a product of one-electron oxidation of 8-oxo-7,8-dihydroguanosine. Org. Lett. 2, 613-616.
    • (2000) Org. Lett , vol.2 , pp. 613-616
    • Luo, W.1    Muller, J.G.2    Rachlin, E.M.3    Burrows, C.J.4
  • 18
    • 0035810395 scopus 로고    scopus 로고
    • Spiroiminodihydantoin is the major product of the 8-oxo-7,8-dihydroguanosine reaction with peroxynitrite in the presence of thiols and guanosine photooxidation by methylene blue
    • Niles, J. C., Wishnok, J. S., and Tannenbaum, S. R. (2001) Spiroiminodihydantoin is the major product of the 8-oxo-7,8-dihydroguanosine reaction with peroxynitrite in the presence of thiols and guanosine photooxidation by methylene blue. Org. Lett. 3, 963-966.
    • (2001) Org. Lett , vol.3 , pp. 963-966
    • Niles, J.C.1    Wishnok, J.S.2    Tannenbaum, S.R.3
  • 20
    • 0033914329 scopus 로고    scopus 로고
    • Peroxynitrite-induced secondary oxidative lesions at guanine nucleobases: Chemical stability and recognition by the Fpg DNA repair enzyme
    • Tretyakova, N. Y., Wishnok, J. S., and Tannenbaum, S. R. (2000) Peroxynitrite-induced secondary oxidative lesions at guanine nucleobases: Chemical stability and recognition by the Fpg DNA repair enzyme. Chem. Res. Toxicol. 13, 658-664.
    • (2000) Chem. Res. Toxicol , vol.13 , pp. 658-664
    • Tretyakova, N.Y.1    Wishnok, J.S.2    Tannenbaum, S.R.3
  • 21
    • 12144279499 scopus 로고    scopus 로고
    • Urea lesion formation in DNA as a consequence of 7,8-dihydro-8-oxoguanine oxidation and hydrolysis provides a potent source of point mutations
    • Henderson, P. T., Neeley, W. L., Delaney, J. C., Gu, F., Niles, J. C., Hah, S. S., Tannenbaum, S. R., and Essigmann, J. M. (2005) Urea lesion formation in DNA as a consequence of 7,8-dihydro-8-oxoguanine oxidation and hydrolysis provides a potent source of point mutations. Chem. Res. Toxicol. 18, 12-18.
    • (2005) Chem. Res. Toxicol , vol.18 , pp. 12-18
    • Henderson, P.T.1    Neeley, W.L.2    Delaney, J.C.3    Gu, F.4    Niles, J.C.5    Hah, S.S.6    Tannenbaum, S.R.7    Essigmann, J.M.8
  • 22
    • 0034079273 scopus 로고    scopus 로고
    • A novel nitration product formed during the reaction of peroxynitrite with 2′,3′,5′-tri-O-acetyl-7,8-dihydro-8-oxoguanosine: N-nitro-N′-[1-(2,3,5-tri-O-acetyl-β-D- erythro-pentofuranosyl)-2,4-dioxoimidazolidin-5-ylidene]guanidine
    • Niles, J. C., Wishnok, J. S., and Tannenbaum, S. R. (2000) A novel nitration product formed during the reaction of peroxynitrite with 2′,3′,5′-tri-O-acetyl-7,8-dihydro-8-oxoguanosine: N-nitro-N′-[1-(2,3,5-tri-O-acetyl-β-D- erythro-pentofuranosyl)-2,4-dioxoimidazolidin-5-ylidene]guanidine. Chem. Res. Toxicol. 13, 390-396.
    • (2000) Chem. Res. Toxicol , vol.13 , pp. 390-396
    • Niles, J.C.1    Wishnok, J.S.2    Tannenbaum, S.R.3
  • 23
    • 0032742691 scopus 로고    scopus 로고
    • Peroxynitrite reaction products of 3′,5′-di-O- acetyl-8-oxo-7,8-dihydro-2′-deoxyguanosine
    • Niles, J. C., Burney, S., Singh, S. P., Wishnok, J. S., and Tannenbaum, S. R. (1999) Peroxynitrite reaction products of 3′,5′-di-O- acetyl-8-oxo-7,8-dihydro-2′-deoxyguanosine. Proc. Natl. Acad. Sci. U.S.A. 96, 11729-11734.
    • (1999) Proc. Natl. Acad. Sci. U.S.A , vol.96 , pp. 11729-11734
    • Niles, J.C.1    Burney, S.2    Singh, S.P.3    Wishnok, J.S.4    Tannenbaum, S.R.5
  • 24
    • 0034819860 scopus 로고    scopus 로고
    • Guanine oxidation: NMR characterization of a dehydroguanidinohydantoin residue generated by a 2e-oxidation of d(GpT)
    • Chworos, A., Coppel, Y., Dubey, I., Pratviel, G., and Meunier, B. (2001) Guanine oxidation: NMR characterization of a dehydroguanidinohydantoin residue generated by a 2e-oxidation of d(GpT). J. Am. Chem. Soc. 123, 5867-5877.
    • (2001) J. Am. Chem. Soc , vol.123 , pp. 5867-5877
    • Chworos, A.1    Coppel, Y.2    Dubey, I.3    Pratviel, G.4    Meunier, B.5
  • 25
    • 0029990148 scopus 로고    scopus 로고
    • Photosensitized reaction of 8-oxo-7,8-dihydro-2′-deoxyguanosine: Identification of 1-(2-deoxy-β-D-erythro- pentofuranosyl)cyanuric acid as the major singlet oxygen oxidation product
    • Raoul, S., and Cadet, J. (1996) Photosensitized reaction of 8-oxo-7,8-dihydro-2′-deoxyguanosine: Identification of 1-(2-deoxy-β-D-erythro- pentofuranosyl)cyanuric acid as the major singlet oxygen oxidation product. J. Am. Chem. Soc. 118, 1892-1898.
    • (1996) J. Am. Chem. Soc , vol.118 , pp. 1892-1898
    • Raoul, S.1    Cadet, J.2
  • 28
    • 0028812702 scopus 로고
    • Photosensitized oxygenation of a 7,8-dihydro-8-oxoguanosine derivative: Formation of dioxetane and hydroperoxide intermediates
    • Sheu, C., and Foote, C. S. (1995) Photosensitized oxygenation of a 7,8-dihydro-8-oxoguanosine derivative: Formation of dioxetane and hydroperoxide intermediates. J. Am. Chem. Soc. 117, 4726.
    • (1995) J. Am. Chem. Soc , vol.117 , pp. 4726
    • Sheu, C.1    Foote, C.S.2
  • 29
    • 0027934952 scopus 로고    scopus 로고
    • 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-pentofuranosyl)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.
    • 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-pentofuranosyl)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.
  • 30
    • 0016390702 scopus 로고
    • Oxidation of nucleic acid bases by potassium peroxodisulfate in alkaline aqueous solution
    • Moschel, R. C., and Behrman, E. J. (1974) Oxidation of nucleic acid bases by potassium peroxodisulfate in alkaline aqueous solution. J. Org. Chem. 39, 1983-1989.
    • (1974) J. Org. Chem , vol.39 , pp. 1983-1989
    • Moschel, R.C.1    Behrman, E.J.2
  • 31
    • 0032919239 scopus 로고    scopus 로고
    • Formation of s-triazines during aerial oxidation of 8-oxo-7,8- dihydro2′-deoxyguanosine in concentrated ammonia
    • Torres, M. C., Varaprasad, C. V., Johnson, F., and Iden, C. R. (1999) Formation of s-triazines during aerial oxidation of 8-oxo-7,8- dihydro2′-deoxyguanosine in concentrated ammonia. Carcinogenesis 20, 167-172.
    • (1999) Carcinogenesis , vol.20 , pp. 167-172
    • Torres, M.C.1    Varaprasad, C.V.2    Johnson, F.3    Iden, C.R.4
  • 32
    • 0033024623 scopus 로고    scopus 로고
    • DNA damage in deoxynucleosides and oligonucleotides treated with peroxynitrite
    • Burney, S., Niles, J. C., Dedon, P. C., and Tannenbaum, S. R. (1999) DNA damage in deoxynucleosides and oligonucleotides treated with peroxynitrite. Chem. Res. Toxicol. 12, 513-520.
    • (1999) Chem. Res. Toxicol , vol.12 , pp. 513-520
    • Burney, S.1    Niles, J.C.2    Dedon, P.C.3    Tannenbaum, S.R.4
  • 33
    • 0032806606 scopus 로고    scopus 로고
    • Peroxynitrite-induced reactions of synthetic oligonucleotides containing 8-oxoguanine
    • Tretyakova, N. Y., Niles, J. C., Burney, S., Wishnok, J. S., and Tannenbaum, S. R. (1999) Peroxynitrite-induced reactions of synthetic oligonucleotides containing 8-oxoguanine. Chem. Res. Toxicol. 12, 459-466.
    • (1999) Chem. Res. Toxicol , vol.12 , pp. 459-466
    • Tretyakova, N.Y.1    Niles, J.C.2    Burney, S.3    Wishnok, J.S.4    Tannenbaum, S.R.5
  • 34
    • 0037168491 scopus 로고    scopus 로고
    • In vitro nucleotide misinsertion opposite the oxidized guanosine lesions spiroiminodihydantoin and guanidinohydantoin and DNA synthesis past the lesions using Escherichia coli DNA polymerase I (Klenow fragment)
    • Kornyushyna, O., Berges, A. M., Muller, J. G., and Burrows, C. J. (2002) In vitro nucleotide misinsertion opposite the oxidized guanosine lesions spiroiminodihydantoin and guanidinohydantoin and DNA synthesis past the lesions using Escherichia coli DNA polymerase I (Klenow fragment). Biochemistry 41, 15304-15314.
    • (2002) Biochemistry , vol.41 , pp. 15304-15314
    • Kornyushyna, O.1    Berges, A.M.2    Muller, J.G.3    Burrows, C.J.4
  • 35
    • 33846846509 scopus 로고    scopus 로고
    • The substrate specificity of MutY for hyperoxidized guanine lesions in vivo
    • Delaney, S., Neeley, W. L., Delaney, J. C., and Essigmann, J. M. (2007) The substrate specificity of MutY for hyperoxidized guanine lesions in vivo. Biochemistry 46, 1448-1455.
    • (2007) Biochemistry , vol.46 , pp. 1448-1455
    • Delaney, S.1    Neeley, W.L.2    Delaney, J.C.3    Essigmann, J.M.4
  • 37
    • 33745198667 scopus 로고    scopus 로고
    • Assays for determining lesion bypass efficiency and mutagenicity of site-specific DNA lesions in vivo
    • Delaney, J. C., and Essigmann, J. M. (2006) Assays for determining lesion bypass efficiency and mutagenicity of site-specific DNA lesions in vivo. Methods Enzymol. 408, 1-15.
    • (2006) Methods Enzymol , vol.408 , pp. 1-15
    • Delaney, J.C.1    Essigmann, J.M.2
  • 38
    • 0026025356 scopus 로고
    • An endonuclease activity of Escherichia coli that specifically removes 8-hydroxyguanine residues from DNA
    • Chung, M. H., Kasai, H., Jones, D. S., Inoue, H., Ishikawa, H., Ohtsuka, E., and Nishimura, S. (1991) An endonuclease activity of Escherichia coli that specifically removes 8-hydroxyguanine residues from DNA. Mutat. Res. 254, 1-12.
    • (1991) Mutat. Res , vol.254 , pp. 1-12
    • Chung, M.H.1    Kasai, H.2    Jones, D.S.3    Inoue, H.4    Ishikawa, H.5    Ohtsuka, E.6    Nishimura, S.7
  • 40
    • 0030066087 scopus 로고    scopus 로고
    • Guanine radical cations are precursors of 7,8-dihydro-8-oxo-2′-deoxyguanosine but are not precursors of immediate strand breaks in DNA
    • Cullis, P. M., Malone, M. E., and Merson-Davies, L. A. (1996) Guanine radical cations are precursors of 7,8-dihydro-8-oxo-2′-deoxyguanosine but are not precursors of immediate strand breaks in DNA. J. Am. Chem. Soc. 118, 2775-2781.
    • (1996) J. Am. Chem. Soc , vol.118 , pp. 2775-2781
    • Cullis, P.M.1    Malone, M.E.2    Merson-Davies, L.A.3
  • 41
    • 0027328401 scopus 로고
    • Cleavage and binding of a DNA fragment containing a single 8-oxoguanine by wild-type and mutant Fpg proteins
    • Castaing, B., Geiger, A., Seliger, H., Nehls, P., Laval, J., Zelwer, C., and Boiteux, S. (1993) Cleavage and binding of a DNA fragment containing a single 8-oxoguanine by wild-type and mutant Fpg proteins. Nucleic Acids Res. 21, 2899-2905.
    • (1993) Nucleic Acids Res , vol.21 , pp. 2899-2905
    • Castaing, B.1    Geiger, A.2    Seliger, H.3    Nehls, P.4    Laval, J.5    Zelwer, C.6    Boiteux, S.7
  • 42
    • 0026447255 scopus 로고
    • A repair system for 8-oxo-7,8-dihydrodeoxyguanine
    • Michaels, M. L., Tchou, J., Grollman, A. P., and Miller, J. H. (1992) A repair system for 8-oxo-7,8-dihydrodeoxyguanine. Biochemistry 31, 10964-10968.
    • (1992) Biochemistry , vol.31 , pp. 10964-10968
    • Michaels, M.L.1    Tchou, J.2    Grollman, A.P.3    Miller, J.H.4
  • 43
    • 0025334691 scopus 로고
    • Mechanistic studies of ionizing radiation and oxidative mutagenesis: Genetic effects of a single 8-hydroxyguanine (7-hydro-8-oxoguanine) residue inserted at a unique site in a viral genome
    • Wood, M. L., Dizdaroglu, M., Gajewski, E., and Essigmann, J. M. (1990) Mechanistic studies of ionizing radiation and oxidative mutagenesis: Genetic effects of a single 8-hydroxyguanine (7-hydro-8-oxoguanine) residue inserted at a unique site in a viral genome. Biochemistry 29, 7024-7032.
    • (1990) Biochemistry , vol.29 , pp. 7024-7032
    • Wood, M.L.1    Dizdaroglu, M.2    Gajewski, E.3    Essigmann, J.M.4
  • 44
    • 0025802822 scopus 로고
    • Site-specific mutagenesis using a gapped duplex vector. A study of translesion synthesis past 8-oxodeoxyguanosine in Escherichia coli
    • Moriya, M., Ou, C., Bodepudi, V., Johnson, F., Takeshita, M., and Grollman, A. P. (1991) Site-specific mutagenesis using a gapped duplex vector. A study of translesion synthesis past 8-oxodeoxyguanosine in Escherichia coli. Mutat. Res. 254, 281-288.
    • (1991) Mutat. Res , vol.254 , pp. 281-288
    • Moriya, M.1    Ou, C.2    Bodepudi, V.3    Johnson, F.4    Takeshita, M.5    Grollman, A.P.6
  • 45
    • 0026592966 scopus 로고
    • 8-Hydroxyguanine, an abundant form of oxidative DNA damage, causes G to T and A to C substitutions
    • Cheng, K. C., Cahill, D. S., Kasai, H., Nishimura, S., and Loeb, L. A. (1992) 8-Hydroxyguanine, an abundant form of oxidative DNA damage, causes G to T and A to C substitutions. J. Biol. Chem. 267, 166-172.
    • (1992) J. Biol. Chem , vol.267 , pp. 166-172
    • Cheng, K.C.1    Cahill, D.S.2    Kasai, H.3    Nishimura, S.4    Loeb, L.A.5
  • 46
    • 12144256259 scopus 로고    scopus 로고
    • Effects of peroxynitrite dose and dose rate on DNA damage and mutation in the supF shuttle vector
    • Kim, M. Y., Dong, M., Dedon, P. C., and Wogan, G. N. (2005) Effects of peroxynitrite dose and dose rate on DNA damage and mutation in the supF shuttle vector. Chem. Res. Toxicol. 18, 76-86.
    • (2005) Chem. Res. Toxicol , vol.18 , pp. 76-86
    • Kim, M.Y.1    Dong, M.2    Dedon, P.C.3    Wogan, G.N.4
  • 47
    • 18844380262 scopus 로고    scopus 로고
    • Identification of the main oxidation products of 8-methoxy-2′-deoxyguanosine by singlet molecular oxygen
    • Martinez, G. R., Gasparutto, D., Ravanat, J. L., Cadet, J., Medeiros, M. H., and Di, M. P. (2005) Identification of the main oxidation products of 8-methoxy-2′-deoxyguanosine by singlet molecular oxygen. Free Radical Biol. Med. 38, 1491-1500.
    • (2005) Free Radical Biol. Med , vol.38 , pp. 1491-1500
    • Martinez, G.R.1    Gasparutto, D.2    Ravanat, J.L.3    Cadet, J.4    Medeiros, M.H.5    Di, M.P.6
  • 48
    • 0028847858 scopus 로고
    • The comparative toxicity of nitric oxide and peroxynitrite to Escherichia coli
    • Brunelli, L., Crow, J. P., and Beckman, J. S. (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.S.3
  • 49
    • 0037157224 scopus 로고    scopus 로고
    • Induction of SOS response in Salmonella typhimurium TA4107/pSK1002 by peroxynitrite-generating agent, N-morpholinosydnonimine
    • Motohashi, N., and Saito, Y. (2002) Induction of SOS response in Salmonella typhimurium TA4107/pSK1002 by peroxynitrite-generating agent, N-morpholinosydnonimine. Mutat. Res. 502, 11-18.
    • (2002) Mutat. Res , vol.502 , pp. 11-18
    • Motohashi, N.1    Saito, Y.2
  • 50
    • 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
  • 51
    • 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
  • 52
    • 0034610403 scopus 로고    scopus 로고
    • Removal of hydantoin products of 8-oxoguanine oxidation by the Escherichia coli DNA repair enzyme, FPG
    • Leipold, M. D., Muller, J. G., Burrows, C. J., and David, S. S. (2000) Removal of hydantoin products of 8-oxoguanine oxidation by the Escherichia coli DNA repair enzyme, FPG. Biochemistry 39, 14984-14992.
    • (2000) Biochemistry , vol.39 , pp. 14984-14992
    • Leipold, M.D.1    Muller, J.G.2    Burrows, C.J.3    David, S.S.4
  • 54
    • 33746358821 scopus 로고    scopus 로고
    • Assignment of absolute configurations of the enantiomeric spiroiminodihydantoin nucleobases by experimental and computational optical rotatory dispersion methods
    • Durandin, A., Jia, L., Crean, C., Kolbanovskiy, A., Ding, S., Shafirovich, V., Broyde, S., and Geacintov, N. E. (2006) Assignment of absolute configurations of the enantiomeric spiroiminodihydantoin nucleobases by experimental and computational optical rotatory dispersion methods. Chem. Res. Toxicol. 19, 908-913.
    • (2006) Chem. Res. Toxicol , vol.19 , pp. 908-913
    • Durandin, A.1    Jia, L.2    Crean, C.3    Kolbanovskiy, A.4    Ding, S.5    Shafirovich, V.6    Broyde, S.7    Geacintov, N.E.8
  • 55
    • 33750215021 scopus 로고    scopus 로고
    • Nuclear magnetic resonance studies of the 4R and 4S diastereomers of spiroiminodihydantoin 2′-deoxyribonucleosides: Absolute configuration and conformational features
    • Karwowski, B., Dupeyrat, F., Bardet, M., Ravanat, J. L., Krajewski, P., and Cadet, J. (2006) Nuclear magnetic resonance studies of the 4R and 4S diastereomers of spiroiminodihydantoin 2′-deoxyribonucleosides: Absolute configuration and conformational features. Chem. Res. Toxicol. 19, 1357-1365.
    • (2006) Chem. Res. Toxicol , vol.19 , pp. 1357-1365
    • Karwowski, B.1    Dupeyrat, F.2    Bardet, M.3    Ravanat, J.L.4    Krajewski, P.5    Cadet, J.6
  • 56
    • 25444521980 scopus 로고    scopus 로고
    • Nei deficient Escherichia coli are sensitive to chromate and accumulate the oxidized guanine lesion spiroiminodihydantoin
    • Hailer, M. K., Slade, P. G., Martin, B. D., and Sugden, K. D. (2005) Nei deficient Escherichia coli are sensitive to chromate and accumulate the oxidized guanine lesion spiroiminodihydantoin. Chem. Res. Toxicol. 18, 1378-1383.
    • (2005) Chem. Res. Toxicol , vol.18 , pp. 1378-1383
    • Hailer, M.K.1    Slade, P.G.2    Martin, B.D.3    Sugden, K.D.4
  • 58
    • 0035852024 scopus 로고    scopus 로고
    • A novel nitroimidazole compound formed during the reaction of peroxynitrite with 2′,3′,5′-tri-O-acetyl-guanosine
    • Niles, J. C., Wishnok, J. S., and Tannenbaum, S. R. (2001) A novel nitroimidazole compound formed during the reaction of peroxynitrite with 2′,3′,5′-tri-O-acetyl-guanosine. J. Am. Chem. Soc. 123, 12147-12151.
    • (2001) J. Am. Chem. Soc , vol.123 , pp. 12147-12151
    • Niles, J.C.1    Wishnok, J.S.2    Tannenbaum, S.R.3
  • 59
    • 0842328409 scopus 로고    scopus 로고
    • Efficient synthesis of DNA containing the guanine oxidation-nitration product 5-guanidino4-nitroimidazole: Generation by a postsynthetic substitution reaction
    • Neeley, W. L., Henderson, P. T., and Essigmann, J. M. (2004) Efficient synthesis of DNA containing the guanine oxidation-nitration product 5-guanidino4-nitroimidazole: Generation by a postsynthetic substitution reaction. Org. Lett. 6, 245-248.
    • (2004) Org. Lett , vol.6 , pp. 245-248
    • Neeley, W.L.1    Henderson, P.T.2    Essigmann, J.M.3
  • 60
    • 0037154121 scopus 로고    scopus 로고
    • Oxidation of 7,8-dihydro-8-oxoguanine affords lesions that are potent sources of replication errors in vivo
    • Henderson, P. T., Delaney, J. C., Gu, F., Tannenbaum, S. R., and Essigmann, J. M. (2002) Oxidation of 7,8-dihydro-8-oxoguanine affords lesions that are potent sources of replication errors in vivo. Biochemistry 41, 914-921.
    • (2002) Biochemistry , vol.41 , pp. 914-921
    • Henderson, P.T.1    Delaney, J.C.2    Gu, F.3    Tannenbaum, S.R.4    Essigmann, J.M.5
  • 61
    • 0041571565 scopus 로고    scopus 로고
    • The hydantoin lesions formed from oxidation of 7,8-dihydro-8-oxoguanine are potent sources of replication errors in vivo
    • Henderson, P. T., Delaney, J. C., Muller, J. G., Neeley, W. L., Tannenbaum, S. R., Burrows, C. J., and Essigmann, J. M. (2003) The hydantoin lesions formed from oxidation of 7,8-dihydro-8-oxoguanine are potent sources of replication errors in vivo. Biochemistry 42, 9257-9262.
    • (2003) Biochemistry , vol.42 , pp. 9257-9262
    • Henderson, P.T.1    Delaney, J.C.2    Muller, J.G.3    Neeley, W.L.4    Tannenbaum, S.R.5    Burrows, C.J.6    Essigmann, J.M.7
  • 62
    • 0035157221 scopus 로고    scopus 로고
    • Repair and mutagenic potential of oxaluric acid, a major product of singlet oxygen-mediated oxidation of 8-oxo-7,8-dihydroguanine
    • Duarte, V., Gasparutto, D., Jaquinod, M., Ravanat, J., and Cadet, J. (2001) Repair and mutagenic potential of oxaluric acid, a major product of singlet oxygen-mediated oxidation of 8-oxo-7,8-dihydroguanine. Chem. Res. Toxicol. 14, 46-53.
    • (2001) Chem. Res. Toxicol , vol.14 , pp. 46-53
    • Duarte, V.1    Gasparutto, D.2    Jaquinod, M.3    Ravanat, J.4    Cadet, J.5
  • 63
    • 0032839543 scopus 로고    scopus 로고
    • Synthesis and biochemical properties of cyanuric acid nucleoside-containing DNA oligomers
    • Gasparutto, D., Da, C. S., Bourdat, A. G., Jaquinod, M., and Cadet, J. (1999) Synthesis and biochemical properties of cyanuric acid nucleoside-containing DNA oligomers. Chem. Res. Toxicol. 12, 630-638.
    • (1999) Chem. Res. Toxicol , vol.12 , pp. 630-638
    • Gasparutto, D.1    Da, C.S.2    Bourdat, A.G.3    Jaquinod, M.4    Cadet, J.5
  • 64
    • 6344233798 scopus 로고    scopus 로고
    • In vivo bypass efficiencies and mutational signatures of the guanine oxidation products 2-aminoimidazolone and 5-guanidino-4-nitroimidazole
    • Neeley, W. L., Delaney, J. C., Henderson, P. T., and Essigmann, J. M. (2004) In vivo bypass efficiencies and mutational signatures of the guanine oxidation products 2-aminoimidazolone and 5-guanidino-4-nitroimidazole. J. Biol. Chem. 279, 43568-43573.
    • (2004) J. Biol. Chem , vol.279 , pp. 43568-43573
    • Neeley, W.L.1    Delaney, J.C.2    Henderson, P.T.3    Essigmann, J.M.4
  • 65
    • 0028874374 scopus 로고    scopus 로고
    • Buchko, G. W., Cadet, J., Morin, B., and Weinfeld, M. (1995) Photooxidation of d(TpG) by riboflavin and methylene blue. Isolation and characterization of thymidylyl-(3′,5′)-2-amino-5-[(2-deoxy-β- D-erythro-pentofuranosyl)amino]4H-imidazol-4-one and its primary decomposition product thymidylyl-(3′,5′)-2,2-diamino-4-[(2- deoxy-β-D-erythro-pentofuranosyl)amino]-5(2H) -oxazolone. Nucleic Acids Res. 23, 3954-3961.
    • Buchko, G. W., Cadet, J., Morin, B., and Weinfeld, M. (1995) Photooxidation of d(TpG) by riboflavin and methylene blue. Isolation and characterization of thymidylyl-(3′,5′)-2-amino-5-[(2-deoxy-β- D-erythro-pentofuranosyl)amino]4H-imidazol-4-one and its primary decomposition product thymidylyl-(3′,5′)-2,2-diamino-4-[(2- deoxy-β-D-erythro-pentofuranosyl)amino]-5(2H) -oxazolone. Nucleic Acids Res. 23, 3954-3961.
  • 66
    • 0032578191 scopus 로고    scopus 로고
    • Product analysis of GG-specific photooxidation of DNA via electron transfer: 2-aminoimidazolone as a major guanine oxidation product
    • Kino, K., Saito, I., and Sugiyama, H. (1998) Product analysis of GG-specific photooxidation of DNA via electron transfer: 2-aminoimidazolone as a major guanine oxidation product. J. Am. Chem. Soc. 120, 7373-7374.
    • (1998) J. Am. Chem. Soc , vol.120 , pp. 7373-7374
    • Kino, K.1    Saito, I.2    Sugiyama, H.3
  • 67
    • 0035039434 scopus 로고    scopus 로고
    • Possible cause of G-C to C-G transversion mutation by guanine oxidation product, imidazolone
    • Kino, K., and Sugiyama, H. (2001) Possible cause of G-C to C-G transversion mutation by guanine oxidation product, imidazolone. Chem. Biol. 8, 369-378.
    • (2001) Chem. Biol , vol.8 , pp. 369-378
    • Kino, K.1    Sugiyama, H.2
  • 68
    • 0035339684 scopus 로고    scopus 로고
    • Repair of hydantoins, one electron oxidation product of 8-oxoguanine, by DNA glycosylases of Escherichia coli
    • Hazra, T. K., Muller, J. G., Manuel, R. C., Burrows, C. J., Lloyd, R. S., and Mitra, S. (2001) Repair of hydantoins, one electron oxidation product of 8-oxoguanine, by DNA glycosylases of Escherichia coli. Nucleic Acids Res. 29, 1967-1974.
    • (2001) Nucleic Acids Res , vol.29 , pp. 1967-1974
    • Hazra, T.K.1    Muller, J.G.2    Manuel, R.C.3    Burrows, C.J.4    Lloyd, R.S.5    Mitra, S.6
  • 69
    • 0037062625 scopus 로고    scopus 로고
    • Peroxynitrite-induced reactions of synthetic oligo 2′-deoxynucleotides and DNA containing guanine: Formation and stability of a 5-guanidino-4-nitroimidazole lesion
    • Gu, F., Stillwell, W. G., Wishnok, J. S., Shallop, A. J., Jones, R. A., and Tannenbaum, S. R. (2002) Peroxynitrite-induced reactions of synthetic oligo 2′-deoxynucleotides and DNA containing guanine: Formation and stability of a 5-guanidino-4-nitroimidazole lesion. Biochemistry 41, 7508-7518.
    • (2002) Biochemistry , vol.41 , pp. 7508-7518
    • Gu, F.1    Stillwell, W.G.2    Wishnok, J.S.3    Shallop, A.J.4    Jones, R.A.5    Tannenbaum, S.R.6
  • 70
    • 6044242260 scopus 로고    scopus 로고
    • A comprehensive comparison of DNA replication past 2-deoxyribose and its tetrahydrofuran analog in Escherichia coli
    • Kroeger, K. M., Goodman, M. F., and Greenberg, M. M. (2004) A comprehensive comparison of DNA replication past 2-deoxyribose and its tetrahydrofuran analog in Escherichia coli. Nucleic Acids Res. 32, 5480-5485.
    • (2004) Nucleic Acids Res , vol.32 , pp. 5480-5485
    • Kroeger, K.M.1    Goodman, M.F.2    Greenberg, M.M.3


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