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DNA damage profiles induced by oxidizing agents

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Part of the Reviews of Physiology, Biochemistry and Pharmacology book series (volume 127)

Keywords

Singlet Oxygen Potassium Bromate Damage Profile Thymine Glycol Repair Endonuclease 
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References

  1. Abate C, Patel L, Rauscher F, Curran T (1990) Redox regulation of fos and jun DNA binding activity in vitro. Science 249: 1157–1161PubMedGoogle Scholar
  2. Agarwal ML, Larkin HE, Zaidi SIA, Mukhtar H, Oleinick NL (1993) Phospholipase activation triggers apaptosis in photosensitized mouse lymphoma cells. Cancer Res 53: 5897–5902PubMedGoogle Scholar
  3. Akman SA, Forrest GP, Doroshow JH, Dizdaroglu M (1991) Mutation of potassium permanganate-and hydrogen peroxide-treated plasmid pZ189 replicating in CV-1 monkey kidney cells. Mutat Res 261: 123–130PubMedGoogle Scholar
  4. Altman SA, Zastawny TH, Randers L, Lin Z, Lumpkin JA, Remacle J, Dizdaroglu M, Rao G (1994) tert-Butyl hydroperoxide-mediated DNA base damage in cultured mammalian cells. Mutat Res 306: 35–44PubMedGoogle Scholar
  5. Ames BN (1983) Dietary carcinogens and anticarcinogens. Oxygen radicals and degenerative diseases. Science 221: 1256–1264PubMedGoogle Scholar
  6. Aruoma OI, Halliwell B, Dizdaroglu M (1989a) Iron ion dependent modifications of bases in DNA by the superoxide radical generating system hypoxanthine/xanthine oxidase. J Biol Chem 264: 13024–13028PubMedGoogle Scholar
  7. Aruoma OI, Halliwell B, Gajewski E Dizdaroglu M (1989b) Damage to the bases in DNA induced by hydrogen peroxide and ferric ion chelates. J Biol Chem 264: 20509–20512PubMedGoogle Scholar
  8. Ballmaier D, Epe B (1995) Oxidative DNA damage induced by potassium bromate under cell-free conditions and in mammalian cells. Carcinogenesis 16: 335–342PubMedGoogle Scholar
  9. Bandy B, Davison AJ (1990) Mitochondrial mutations may increase oxidative stress implications for carcinogenesis and aging? Free Radic Biol Med 8: 523–539CrossRefPubMedGoogle Scholar
  10. Basu AK, Loechler EL, Leadon SA, Essigman JM (1989) Genetic effects of thymine glycol site specific mutagenesis and molecular modeling studies Proc Natl Acad Sci USA 86: 7677–7681PubMedGoogle Scholar
  11. Boiteux S (1993) Properties and biological functions of the NTH and FPG proteins of Escherichia coli: two DNA glycosylases that repair oxidative damage in DNA. Photochem Photobiol B 19: 87–96Google Scholar
  12. Boiteux S, Gajewski E, Laval J, Dizdaroglu M (1992) Substrate specificity of the Escherichia coli Fpg protein (formamidopyrimidine-DNA glycosylase) excision of purine lesions in DNA produced by ionizing radiation or photosensitization. Biochemistry 31: 106–110CrossRefPubMedGoogle Scholar
  13. Bredt DS and Snyder SH (1994) Nitric oxide a physiologic messenger molecule. Annu Rev Biochem 63: 175–195CrossRefPubMedGoogle Scholar
  14. Breimer (1990) Molecular mechanisms of oxygen radical carcinogenesis and mutagenesis the role of base damage. Mol Carcinog 3: 188–197PubMedGoogle Scholar
  15. Breimer LH, Lindahl T (1985) Thymine lesions produced by ionizing radiation in double-stranded DNA. biochemistry 24: 4018–4022CrossRefPubMedGoogle Scholar
  16. Bronner CE, Baker SM, Morrison PT, Warren G, Smith LG, Lescoe MK, Kane M, Earabino C, Lipford J, Lindblom A, Tannergård P, Bollag RJ, Godwin AR, Ward DC, Nordenskjøld M, Fishel R, Kolodner R, Liskay M (1994) Mutation in the DNA mismatch repair gene homologue hMLH1 is associated with hereditary nonpolyposis colon cancer. Nature 368: 258–261CrossRefPubMedGoogle Scholar
  17. Cadet J, Weinfeld M (1993) Detecting DNA damage. Anal Chem 65: 675A–682APubMedGoogle Scholar
  18. Cadet J, Berger M, Decarroz C, Wagner JR, van Lier JE, Ginot YM, Vigny P (1986) Photosensitized reactions of nucleic acids. Biochimie 68: 813–834PubMedGoogle Scholar
  19. Cadet J, Odin F, Mouret JF, Polverelli M, Audic A, Giacomoni P, Favier A Richard MJ (1992) Chemical and biochemical postlabeling methods for singling out specific oxidative DNA lesions. Mutat Res 275: 343–354PubMedGoogle Scholar
  20. Cadet J, Berger M, Buchko GW, Joshi PC, Raoul S, Ravanat J-L (1994) 2,2-Diamino-4-[(3,5di-O-acetyl-2-deoxy-β-d-erythro-pentafuranosyl)amino]-5-(2H)-oxazolone a novel and predominant radical oxidation product of 3′,5′-di-O-acetyl-2′-deoxyguanosine. J Am Chem Soc: 116: 7403–7404CrossRefGoogle Scholar
  21. Cantoni O, Sestili P, Cattabeni F, Bellomo G, Pou S, Cohen M, Cerutti P (1989) Calcium chelator quin 2 prevents hydrogen-peroxide-induced DNA breakage and cytotoxicity. Eur J Biochem 182: 209–212CrossRefPubMedGoogle Scholar
  22. Cerutti PA (1985) Prooxidant states and tumor promotion. Science 227: 375–381PubMedGoogle Scholar
  23. Chen YH, Bogenhagen DF (1993) Effects of DNA lesions on transcription elongation by T7 RNA polymerase. J Biol Chem 268: 5849–5855PubMedGoogle Scholar
  24. Cheng KC, Cahill DS, Kasai H, Nishimura S, Loeb LA (1992) 8-Hydroxyguanine, an abundant form of oxidative DNA damage, causes G→T and A→C substitutions. J Biol Chem 267: 166–172PubMedGoogle Scholar
  25. Churchill ME, Peak JG Peak MJ (1991) Repair of near-visible and blue-light-induced DNA single-strand breaks by the CHO cell lines AA8 and EM9. Photochem Photobiol 54: 639–644PubMedGoogle Scholar
  26. Clark JM, Beardsley GP (1987) Functional effects of cis-thymine glycol lesion on DNA synthesis in vitro. Biochemistry 26: 5398–5403PubMedGoogle Scholar
  27. Clayson DB, Mehta R, Iverson F (1994) Oxidative DNA damage — the effects of certain genotoxic and operationally non-genotoxic carcinogens. Mutat Res 317: 25–42PubMedGoogle Scholar
  28. Conway CC, Nie G, Huesain NS, Fiala ES (1991) Comparision of oxidative damage to rat liver DNA and RNA by primary nitroalkanes, secondary nitroalkanes, cyclopentanone oxime and related compounds. Cancer Res 51: 3143–3147Google Scholar
  29. Costa de Oliveira R, Ribeiro DT, Nigro RG, Di Mascio P, Menck CFM (1992) Singlet oxygen induced mutation spectrum in mammalian cells. Nucleic Acids Res 20: 4319–4323Google Scholar
  30. Czeczot H, Tudek B, Lambert B, Laval J, Boiteux S (1991) Escherichia coli FPG protein and UvrABC endonuclease repair DNA damages induced by methylene blue plus visible light in vitro and in vivo. J Bacteriol 173: 3419–3424PubMedGoogle Scholar
  31. Decuyper-Debergh D, Piette J, Van de Vorst A (1987) Singlet oxygen-induced mutations in M13 lacZ phage DNA. EMBO J 6: 3155–3161PubMedGoogle Scholar
  32. Demple B, Harrison L (1994) Repair of oxidative damage to DNA enzymology and biology. Annu Rev Biochem 63: 915–948CrossRefPubMedGoogle Scholar
  33. Denda A, Sai K, Tang Q, Tsujuchi T, Tsutsumi M, Amanuwa T, Murata Y, Nakoe D, Maruyama H, Kurokawa Y, Konishi Y (1991) Induction of 8-hydroxydeoxyguanosine but not initiation of carcinogenesis by redox enzyme modulations with or without menadione in rat liver. Carcinogenesis 12: 719–726PubMedGoogle Scholar
  34. Di Mascio P, Sies H (1989) Quantification of singlet oxygen generated by thermolysis of 3,3′-(1,4-naphthylidene)dipropionate. Monomol and dimol photoemission and the effects of 1,4-diazabicyclo[2.2.2]octane. J Am Chem Soc 111: 2909–2914Google Scholar
  35. Di Mascio P, Bechera EJH, Medeiros MHG, Briviba K, Sies, H (1994) Singlet molecular oxygen production in the reaction of peroxynitrite with hydrogen peroxide. FEBS Lett 355: 287–289PubMedGoogle Scholar
  36. Dizdaroglu M (1992) Oxidative damage to DNA in mammalian chromatin. Mutat Res 275: 331–342PubMedGoogle Scholar
  37. Dizdaroglu M (1994) Chemical determination of oxidative DNA damage by gas chromatography-mass spectrometry. Methods Enzymol 234: 3–16PubMedGoogle Scholar
  38. Dizdaroglu M, Laval J, Boiteux S (1993) Substrate specificity of the Escherichia coli endonuclease III excision of thymine-and cytosine-derived lesions in DNA produced by radiation-generated free radicals. Biochemistry 32: 12105–12111CrossRefPubMedGoogle Scholar
  39. Duell T, Lengfelder E, Fink R, Giesen R, Bauchinger M (1995) Effect of activated oxygen species in human lymphocytes. Mutat Res 336: 29–38PubMedGoogle Scholar
  40. Epe B, Hegler J (1994) Oxidative DNA damage: endonuclease fingerprinting. Methods Enzymol 234: 122–131PubMedGoogle Scholar
  41. Epe B, Mützel P, Adam W (1988) DNA damage by oxygen radicals and excited state species: a comparative study using enzymatic probes in vitro. Chem Biol Interact 67: 149–165PubMedGoogle Scholar
  42. Epe B, Pflaum M, Häring M, Hegler J, Rüdiger H (1993a) Use of repair endonucleases to characterize DNA damage induced by reactive oxygen species in cellular and cell-free systems. Toxicol Lett 67: 57–72CrossRefPubMedGoogle Scholar
  43. Epe, B, Häring M, Ramaiah D, Stopper H, Adam W, Abou-Elzahab MM, Saha-Möller CR (1993b) DNA damage induced by furocoumarin hydroperoxides plus UV (360 nm). Carcinogenesis 14: 2271–2276PubMedGoogle Scholar
  44. Epe B, Pflaum M, Boiteux S (1993c) DNA damage induced by photosensitizers in cellular and cell-free systems. Mutat Res 299: 135–145PubMedGoogle Scholar
  45. Epe B, Henzl H, Adam W, Saha-Möller CR (1993d) Endonuclease-sensitive DNA modifications induced by acetone and acetophenone as photosensitizers. Nucleic Acids Res 21: 863–869PubMedGoogle Scholar
  46. Essigmann JM, Wood ML (1993) The relationship between the chemical structures and mutagenic specificities of the DNA lesions formed by chemical and physical mutagens. Toxicol Lett 67: 29–39 (1993)CrossRefPubMedGoogle Scholar
  47. Evans J, Maccabee M, Hatahet Z, Courcelle J, Bockrath R, Ide H, Wallace S (1993) Thymine ring saturation and fragmentation products: lesion bypass, misinsertion and implications for mutagenesis. Mutat Res 299: 147–156PubMedGoogle Scholar
  48. Feig DI, Sowers LC, Loeb LA (1994) Reverse chemical mutagenesis Identification of the mutagenic lesions resulting from reactive oxygen species-mediated damage to DNA. Proc Natl Acad Sci USA 91: 6609–6613PubMedGoogle Scholar
  49. Floyd RA, Watson JJ, Wong PK, Altmiller DH, Rickard RC (1986) Hydroxyl free radical adduct of deoxyguanosine sensitive detection and mechanisms of formation. Free Radic Res Commun 1: 163–172PubMedGoogle Scholar
  50. Fraga CG, Onuki J, Lucesoli F, Bechara EJH, Di Mascio P (1994) 5-Aminolevulinic acid mediates the in vivo and in vitro formation of 8-hydroxy-2′-deoxyguanosine in DNA. Carcinogenesis 15: 2241–2244PubMedGoogle Scholar
  51. Frenkel K (1992) Carcinogen-mediated oxidant formation and oxidative DNA damage. Pharmacol Ther 53: 127–166CrossRefPubMedGoogle Scholar
  52. Friedberg EC (1985) DNA Repair. Freeman, New YorkGoogle Scholar
  53. Fuciarelli AF, Wegher BJ, Blakely WF, Dizdaroglu M (1990) Yields of radiation-induced base products in DNA effects of DNA conformation and gassing conditions. Int J Radiat Biol 58: 397–415PubMedGoogle Scholar
  54. Gao S, Drouin R, Holmquist GP (1994) DNA repair rates mapped along the human pgk1 gene at nucleotide resolution. Science 263: 1438–1440PubMedGoogle Scholar
  55. Giver CR, Nelson Jr SL, Cha MY, Pongsaensook P, Grosovsky AJ (1995) Mutational spectrum of X-ray induced TK-human cell mutants. Carcinogenesis 16: 267–275PubMedGoogle Scholar
  56. Gray P, Williams A (1959) The thermochemistry and reactivity of alkoxyl radicals. Chem Rev 59: 239–328CrossRefGoogle Scholar
  57. Gutteridge JMC (1993) Free radicals in disease processes: a compilation of cause and consequences. Free Radic Res Commun 19: 141–158PubMedGoogle Scholar
  58. Halliwell B (1994) Free radicals, antioxidants, and human disease: curiosity, cause, or consequence? Lancet 344: 721–724CrossRefPubMedGoogle Scholar
  59. Halliwell B, Aruoma OI (1991) DNA damage by oxygen-derived species. Its mechanism and measurement in mammalian cells. FEBS Lett 281: 9–19CrossRefPubMedGoogle Scholar
  60. Halliwell B, Gutteridge JM (1986) Oxygen free radicals and iron in relation to biology and medicine, some problems and concepts. Arch Biochem Biophys 246: 501–514CrossRefPubMedGoogle Scholar
  61. Halliwell B, Gutteridge JM (1989) Free radicals in biology and medicine, 2nd edn. Oxford University Press, OxfordGoogle Scholar
  62. Häring M, Rüdiger H, Demple B, Boiteux S, Epe B (1994) Recognition of oxidized abasic sites by repair endonucleases. Nucleic Acids Res 22: 2010–2015PubMedGoogle Scholar
  63. Hatahet Z, Kow YW, Purmal AA, Cunningham RP, Wallace SS (1994) New substrates for old enzymes. 5-Hydroxy-2′-deoxycytidine and 5-hydroxy-2′-deoxyuridine are substrates for Escherichia coli endonuclease III and formamidopyrimidine DNA glycosylase, while 5-hydroxy-2′-uridine is a substrate for uracil DNA N-glycosylase. J Biol Chem 269: 18814–18820PubMedGoogle Scholar
  64. Hayes RC, Petrullo LA, Huang H, Wallace SS, LeClerc JE (1988) Oxidative DNA damage in DNA. Lack of mutagenicity by thymine glycol lesions. J Mol Biol 201: 239–246CrossRefPubMedGoogle Scholar
  65. Hegi ME, Ulrich D, Sagelsdorff P, Richter C, Lutz WK (1990) No measurable increase in thymidine glycol or 8-hydroxydeoxyguanosine in liver DNA of rats treated with nafenopin or choline-devoid low-methionine diet. Mutat Res 238: 325–329PubMedGoogle Scholar
  66. Hess KM, Dix TA (1992) Evaluation of N-hydroxy-2-thiopyridone as a nonmetal dependent source of the hydroxyl radical (HO) in aqueous systems. Anal Biochem 206: 309–314CrossRefPubMedGoogle Scholar
  67. Hinrichsen LI, Floyd RA, Sudilovsky O (1990) Is 8-hydroxydeoxyguanosine a mediator of carcinogenesis by a coline-devoid diet in the rat liver? Carcinogenesis 11: 1879–1881PubMedGoogle Scholar
  68. Hollstein M, Sidransky D, Vogelstein B, Harris CC (1991) p53 Mutations in human cancers. Science 253: 49–53PubMedGoogle Scholar
  69. Ide H, Kow YW, Wallace SS (1985) Thymine glycol and urea residues in M13 DNA constitute replicative blocks in vitro. Nucleic Acids Res 13: 8032–8052Google Scholar
  70. Joenje H (1989) Genetic toxicology of oxygen. Mutat Res 219: 193–208PubMedGoogle Scholar
  71. Kallen RG, Simon M, Marmur J (1962) The occurrence of a new pyrimidine base replacing thymine in a bacteriophage DNA: 5-hydroxymethyl uracil. J Mol Biol 5: 248–250Google Scholar
  72. Kamiya H, Ueda T, Ohgi T, Matsukage A, Kasai H (1995) Misincorporation of dAMP opposite 2-hydroxyadenine, an oxidative form of adenine. Nucleic Acids Res 23: 761–766PubMedGoogle Scholar
  73. Kanofsky, JR (1989) Singlet oxygen production by biological systems. Chem-Biol Interact 70: 1–28CrossRefPubMedGoogle Scholar
  74. Kasai H, Nishimura S, Kurokawa, Y Hayashi Y (1987) Oral administration of the renal carcinogen, potassium bromate, specifically produces 8-hydroxydeoxyguanosine in rat target organ. Carcinogenesis 8: 1959–1961PubMedGoogle Scholar
  75. Kennedy CH, Church DF, Winston GW, Pryor WA (1992) tert-Butyl hydroperoxide induced radical production in rat liver mitochondria. Free Radic Biol Med 12: 381–387CrossRefPubMedGoogle Scholar
  76. Kimura H, Higuchi H, Iychara-Ogawa H, Kato T (1993) Sequence analysis of X-ray induced mutations occuring in a cDNA of the human hprt gene integrated into mammalian chromosomal DNA. Radiat Res 134: 202–208PubMedGoogle Scholar
  77. Klein JC, Bleeker MJ, Saris CP, Roelern HCPF, Brugghe HF, Van den Elst H, Van der Marel GA, Van Boom JH, Westra JG, Kriek E, Berns AJM (1992) Repair and replication of plasmids with site-specific 8-oxodG and AAF-dG residues in normal and repair-deficient human cells. Nucleic Acids Res 20: 4437–4443PubMedGoogle Scholar
  78. Klinedinst DK, Drinkwater NR (1992) Mutagenesis by apurinic sites in normal and ataxia teleangiectasia human lymphoblastoid cells. Mol Carcinogenesis 6: 32–42Google Scholar
  79. Kow YW, Wallace SS, Van Houten B (1990) UvrABC nuclease complex repairs thymine glycol, an oxidative DNA damage. Mutat Res 235: 147–156PubMedGoogle Scholar
  80. Kunz BA, Henson ES, Roche H, Ramotar D, Nunoshiba T, Demple B (1994) Specifity of the mutator caused by deletion of the yeast structural gene (APN1) for the major apurinic endonuclease. Proc Natl Acad Sci USA 91: 8165–8169PubMedGoogle Scholar
  81. Kurokawa Y, Maekawa A, Takahashi M, Hayashi Y (1990) Toxicity and carcinogenicity of potassium bromate — a new renal carcinogen. Environ Health Perspect 87: 309–335PubMedGoogle Scholar
  82. Kvam E, Stocke T, Moan J, Steen HB (1992) Plateau distributions of DNA fragment lengths produced by extended light exposure of extranuclear photosensitizers in human cells. Nucleic Acids Res 20: 6687–6693PubMedGoogle Scholar
  83. Lawrence CW, Borde A, Banerjee SK, LeClerk JR (1990) Mutation frequency and spectrum resulting from a single abasic site in a single-stranded vector. Nucleic Acids Res 18: 2153–2157PubMedGoogle Scholar
  84. Lesco SA, Lorentzen RJ, Ts'o PO (1980) Role of superoxide in desoxyribonucleic acid strand scission. Biochemistry 19: 3023–3028Google Scholar
  85. Lin J-J, Sancar A (1989) A new mechanism for repairing oxidative damage to DNA: (A)BC excinuclease removes AP sites and thymine glycol from DNA. Biochemistry 28: 7979–7984PubMedGoogle Scholar
  86. Lindahl T (1990) Repair of intrinsic DNA lesions. Mutat Res 238: 305–311PubMedGoogle Scholar
  87. Lindahl T (1993) Instability and decay of the primary structure of DNA. Nature 362: 709–715CrossRefPubMedGoogle Scholar
  88. Loeb LA, Preston BD (1986) Mutagenesis by apurinic/apyrimidinic sites. Annu Rev Genet 20: 201–230CrossRefPubMedGoogle Scholar
  89. Maccabee M, Evans JS, Glackin MP, Hatatet Z, Wallace SS (1994) Pyrimidine ring fragmentation products Effects of lesion structure and sequence context on mutagenesis. J Mol Biol 236: 514–530CrossRefPubMedGoogle Scholar
  90. Maki H, Sekiguchi M (1992) Mut T protein specifically hydrolyses a potent mutagenic substrate for DNA synthesis. Nature 355: 273–275 (1992)CrossRefPubMedGoogle Scholar
  91. Marnett LJ (1987) Peroxy free radicals potential mediators of tumor initiation and promotion. Carcinogenesis 8: 1365–1373PubMedGoogle Scholar
  92. McBride TJ, Preston BD, Loeb LA (1991) Mutagenic spectrum resulting from DNA damage by oxygen radicals. Biochemistry 30: 207–213CrossRefPubMedGoogle Scholar
  93. McBride TJ, Schneider JE, Floyd RA, Loeb LA (1992) Mutations induced by methylene blue plus light in single-stranded M13mp2. Proc Natl Acad Sci USA 89: 6866–6870PubMedGoogle Scholar
  94. Meneghini R (1988) Genotoxicity of active oxygen species in mammalian cells. Mutat Res 195: 215–230Google Scholar
  95. Michaels ML, Cruz C, Grollman AP, Miller JH (1992a) Evidence that MutY and MutM combine to prevent mutations by an oxidative damaged form of guanine. Proc Natl Acad Sci USA 89: 7022–7025PubMedGoogle Scholar
  96. Michaels ML, Tchou J, Grollman AP, Miller JH (1992b) A repair system for 8-oxo-7, 8-dihydrodeoxyguanine. Biochemistry 31: 10964–10968CrossRefPubMedGoogle Scholar
  97. Mizumoto, Y, Nakae D, Yoshiji H, Andoh N, Horiguchi K, Endoh T, Kobayashi E, Tsujiuchi T, Shimoji N, Denda A, Tsujii T, Nagao M, Wakabayashi K, Konishi Y (1994) Inhibitory effects of 2-O-octadecylascorbic acid and other vitamin C and E derivatives on the induction of enzyme-altered putative preneoplastic lesions in the livers of rats fed a choline-deficient, L-amino acid-defined diet. Carcinogenesis 15: 241–246PubMedGoogle Scholar
  98. Mo JY, Maki H, Sekiguchi M (1992) Hydrolytic elimination of a mutagenic nucleotide, 8oxodGTP, by human 18-kilodalton protein: sanitization of nucleotide pool. Proc Natl Acad Sci USA 89: 11021–11025PubMedGoogle Scholar
  99. Moraes EC, Keyse SM, Pidoux M, Tyrrell RM (1989) The spectrum of mutations generated by passage of a hydrogen peroxide damaged shuttle vector plasmid through a mammalian host. Nucleic Acids Res 17: 8301–8312PubMedGoogle Scholar
  100. Moraes EC, Keyse SM, Tyrrell RM (1990) Mutagenesis by hydrogen peroxide treatment of mammalian cells a molecular analysis. Carcinogenesis 11: 283–293PubMedGoogle Scholar
  101. Moriya M (1993) Single-stranded shuttle phagemid for mutagenesis studues in mammalian cells 8-oxoguanine in DNA induces targeted GC→TA transversions in simian kidney cells. Proc Natl Acad Sci USA 90: 1122–1126PubMedGoogle Scholar
  102. Moriya M, Ou C, Bodepudi V, Johnson F, Takeshita M, Grollman AP (1991) Site-specific mutagenesis using a gapped duplex vector: A study of translesion synthesis past 8-oxodeoxyguanosine in E coli. Mutation Res 254: 281–288PubMedGoogle Scholar
  103. Mouret JF, Odin F, Polverelli M, Cadet J (1990) 32P-Postlabeling measurement of adenine N-1 oxide in cellular DNA exposed to hydrogen peroxide. Chem Res Toxicol 3: 102–110CrossRefPubMedGoogle Scholar
  104. Müller E, Boiteux S, Cunningham RP, Epe B (1990) Enzymatic recognition of DNA modifications induced by singlet oxygen and photosensitizers. Nucleic Acids Res 18: 5969–5973PubMedGoogle Scholar
  105. Nackerdien Z, Rao G, Cacciuttolo MA, Gajewski E, Dizdaroglu M (1991) Chemical nature of DNA-protein-cross-links produced in mammalian chromatin by hydrogen peroxide in the presence of iron or copper ions. Biochemistry 30: 4873–4879CrossRefPubMedGoogle Scholar
  106. Nackerdien Z, Olinski R, Dizdaroglu M (1992) DNA base damage in chromation of γ-irradiated cultured human cells. Free Radic Res Commun 16: 259–273PubMedGoogle Scholar
  107. Naqui A, Chance B, Cadenas E (1986) Reactive oxygen intermediates in biochemistry. Annu Rev Biochem 55: 137–166CrossRefPubMedGoogle Scholar
  108. Nassi-Calò L, Mello-Filho AC, Meneghini R (1989) o-Phenanthroline protects mammalian cells from hydrogen peroxide-induced gene mutation and morphological transformation. Carcinogenesis 10: 1055–1057PubMedGoogle Scholar
  109. Nelson SL, Giver CR, Grosovsky AJ (1994) Spectrum of X-ray-induced mutations in the human hprt gene. Carcinogenesis 15: 495–502PubMedGoogle Scholar
  110. Neto JB, Gentil A, Cabral RE, Sarasin A (1992) Mutation spectrum of heat-induced abasic sites on a single-stranded shuttle vector replicated in mammalian cells. J Biol Chem 267: 19718–19723PubMedGoogle Scholar
  111. Noodt BB, Kvam E, Steen HB, Moan J (1993) Primary DNA damage, HPRT mutation and cell inactivation photoinduced with various sensitizers in V79 cells. Photochem Photobiol 58: 541–547PubMedGoogle Scholar
  112. O'Donnell RE, Boorstein RJ, Cunningham RP, Teebor GW (1994) Effect of pH and temperature on the stability of UV-induced repairable pyrimidine hydrates in DNA. Biochemistry 33: 9875–9880CrossRefPubMedGoogle Scholar
  113. Papadopoulos N, Nicolaides NC, Wei Y-F, Ruben SM, Carter KC, Rosen CA, Haseltine WA, Fleischmann RD, Fraser CM, Adams MD, Venter JC, Hamilton SR, Petersen GM, Watson P, Lynch HT, Peltomäki P, Mecklin J-P, de la Chapelle A, Kinzler KW, Vogelstein B (1994) Mutation of a mutL homolog in heriditary colon cancer. Science 263: 1625–1629PubMedGoogle Scholar
  114. Pflaum M., Boiteux S, Epe B (1994) Visible light generates oxidative DNA base modifications in high excess of strand breaks in mammalian cells. Carcinogenesis 15: 297–300PubMedGoogle Scholar
  115. Pryor WA (1986) Oxy-radicals and related species: their formation, lifetimes, and reactions. Annu Rev Physiol 48: 657–667CrossRefPubMedGoogle Scholar
  116. Purmal AA, Kow YW, Wallace SS (1994) Major oxidative products of cytosine, 5-hydroxycytosine and 5-hydroxyuracil, exhibit sequence context-dependent mispairing in vitro. Nucleic Acids Res 22: 72–78PubMedGoogle Scholar
  117. Ravanat JL, Turesky RJ, Gremaud E, Trudesl JL, Stadler R (1995) Determination of 8-oxoguanine in DNA by gas chromatography — mass spectrometry and HPLC — electrochemical detection: overestimation of the background level of the oxidized base by the gas chromatography — mass spectrometry assay. Chem Res Toxicol (in press)Google Scholar
  118. Remacle J, Raes M, Toussaint O, Renard P, Rao G (1995) Low levels of reactive oxygen species as modulators of cell function. Mutat Res 316: 103–122PubMedGoogle Scholar
  119. Retèl J, Hoebee B, Braun JEF, Lutgerink JT, Van der Akker E, Wanamarta AH, Joenje H, Lafleur MVM (1993) Mutational specificity of oxidative DNA damage. Mutat Res 299: 165–182PubMedGoogle Scholar
  120. Richter C (1992) Reactive oxygen and DNA damage in mitochondria. Mutat Res 275: 249–255PubMedGoogle Scholar
  121. Roots R, Okada S (1975) Estimation of life times and diffusion distances of radicals involved in X-ray-induced DNA strand breaks or killing of mammalian cells. Radiat Res 64: 306–320PubMedGoogle Scholar
  122. Routledge MN, Wink DA, Keefer LK, Dipple A (1993) Mutations induced by saturated aqueous nitric oxide in the pSP189 supF gene in human Ad293 and E coli MBM7070 cells. Carcinogenesis 14: 1251–1254PubMedGoogle Scholar
  123. Saito I (1992) Photochemistry of highly organized biomolecules: sequence-selective photoreaction of DNA. Pure Appl Chem 64: 1305–1310Google Scholar
  124. Schreck R, Rieber P, Baeuerle P (1991) Reactive oxygen species are apparently widely used messengers in the activation of NFκB transcription factor and HIV-1. EMBO J 10: 2247–2258PubMedGoogle Scholar
  125. Shibutani S, Takeshita M, Grollman AP (1991) Insertion of specific bases during DNA synthesis past the oxidation-damaged base 8-oxodG. Nature 349: 431–434CrossRefPubMedGoogle Scholar
  126. Shigenaga MK, Hagen TM, Ames B (1994) Oxidative damage and mitochondrial decay in aging. Proc Natl Acad Sci USA 91: 10771–10778PubMedGoogle Scholar
  127. Sies H (1986) Biochemistry of oxidative stress. Angew Chem Int Ed Engl 25: 1058–1071Google Scholar
  128. Sies H (1991) Oxidative stress oxidants and antioxidants. Academic, LondonGoogle Scholar
  129. Steenken S (1989) Purine bases, nucleosides, and nucleotides aquous solution redox chemistry and transformation reactions of their radical cations and e and OH adducts. Chem Rev 89: 503–520CrossRefGoogle Scholar
  130. Tchou J, Bodepudi V, Shibutani S, Antoshechkin I, Miller J, Grollman AP, Johnson F (1994) Substrate specificity of Fpg protein. J Biol Chem 269: 15318–15324PubMedGoogle Scholar
  131. Tornaletti S, Pfeifer GP (1994) Slow repair of pyrimidine dimers at p53 mutation hotspots in skin cancer. Science 263: 1436–1438PubMedGoogle Scholar
  132. Troll W, Wiesner R (1985) The role of oxygen radicals as a possible mechanism of tumor promotion. Annu Rev Pharmacol Toxicol 25: 509–528CrossRefPubMedGoogle Scholar
  133. Tudek B, Boiteux S, Laval J (1992) Biological properties of imidazole ring-opended N7-methylguanine in M13mp 18 phage DNA. Nucleic Acids Res 20: 3079–3084PubMedGoogle Scholar
  134. Tudek B, Laval J, Boiteux S (1993) SOS-independent mutagenesis in lacZ induced by methylene blue plus visible light. Mol Gen Genet 236: 433–439CrossRefPubMedGoogle Scholar
  135. Uggla AH (1990) The induction of chromosomal aberrations and SCEs by visible light in combination with dyes II. Cell cycle dependence, and the effect of hydroxyl radical scavengers during light exposure in cultures of Chinese hamster ovary cells sensitized with acridine orange. Mutat Res 231: 233–242PubMedGoogle Scholar
  136. Umegaki K, Ikegami S, Ichikawa T (1993) Influence of dietary vitamin E on the 8-hydroxydeoxyguanosine levels in rat liver DNA. J Nutr Sci Vitaminol Tokyo 39: 303–310PubMedGoogle Scholar
  137. von Sonntag C (1987) The chemical basis of radiation biology. Taylor and Francis, LondonGoogle Scholar
  138. Wagner JR, Hu C-C, Ames BN (1992) Endogenous oxidative damage of deoxycytidine in DNA. Proc Natl Acad Sci USA 89: 3380–3384PubMedGoogle Scholar
  139. Wallace SS (1988) AP endonucleases and DNA glycosylases that recognize oxidative DNA damage. Environ Mol Mutagen 12: 431–477PubMedGoogle Scholar
  140. Wallace DG (1992) Mitochondrial genetics a paradigm for aging and degenerative diseases? Science 256: 628–632PubMedGoogle Scholar
  141. Waters LC, Sikpi MO, Preston RJ, Mitra S, Jaberaboansari A (1991) Mutations induced by ionizing radiation in a plasmid replicated in human cells. Radiat Res 127: 190–201PubMedGoogle Scholar
  142. Weis M, Kass GE, Orrenius S (1994) Further characterization of the events involved in mitochondrial Ca2+ release and pore formation by prooxidants. Biochem Pharmacol 47: 2147–2156CrossRefPubMedGoogle Scholar
  143. Wink DA, Kasprzak KS, Maragos CM, Elespuru RK, Misra M, Dunams TM, Cebula TA, Koch WA, Andrews AW, Allen JS, Keefer LK (1991) DNA deaminating ability and genotoxicity of nitric oxide and its progenitors. Science 254: 1001–1003PubMedGoogle Scholar
  144. Wink DA, Nims RW, Saavedra JE, Utermahlen Jr WE, Ford PC (1994) The Fenton oxidation mechanism reactivities of biologically relevant substrates with two oxidizing intermediates differ from those predicted for the hydroxyl radical. Proc Natl Acad Sci USA 91: 6604–6608PubMedGoogle Scholar
  145. Wood, ML, Dizdaroglu M, Gajewski E, Essigmann JM (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: 7024–7032CrossRefPubMedGoogle Scholar
  146. Wood ML, Esteve A, Morningstar ML, Kuziemko GM, Essigmann JM (1992) Genetic effects of oxidative DNA damage comparative mutagenesis of 7,8-dihydro-8-oxoguanine and 7,8-dihydro-8-oxoadenine in Escherichia coli. Nucleic Acids Res 20: 6023–6032PubMedGoogle Scholar
  147. Yuan J, Yeasky TM, Rhee MC, Glazer PM (1995) Frequent TA→GC transversions in X-irradiated mouse cells. Carcinogenesis 16: 83–88PubMedGoogle Scholar
  148. Zhivotovsky B, Wade D, Gahm A, Orrenius S, Nicotera P (1994) Formation of 50 kbp chromatin fragments in isolated liver nuclei is mediated by protease and endonuclease activation. FEBS Lett 351: 150–154CrossRefPubMedGoogle Scholar
  149. Zimmerman R, Cerutti P (1984) Active oxygen acts as a promoter of transformation in mouse embryo C3H/10T1/2/C18 fibroblasts. Proc Natl Acad Sci USA 81: 2085–2087PubMedGoogle Scholar

Copyright information

© Springer-Verlag 1995

Authors and Affiliations

  • B. Epe
    • 1
  1. 1.Institute of PharmacyUniversity of MainzMainzGermany

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