Mutations at G:C base pairs predominate after replication of peroxyl radical-damaged pSP189 plasmids in human cells

Mutagenesis

Volumn 14, Issue 1, 1999, Pages 135-140

  Burcham, Philip C ^a   Harkin, Louise A ^a,b  

^a UNIVERSITY OF ADELAIDE   (Australia)

^b FLINDERS UNIVERSITY   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

ADENINE; ALPHA TOCOPHEROL; CYTOSINE; FREE RADICAL; GUANOSINE; LIPID PEROXIDE; PROPIONAMIDE DERIVATIVE; THYMINE; TROLOX C;

AMINO ACID SUBSTITUTION; ANIMAL CELL; ARTICLE; BACTERIAL MUTATION; BASE PAIRING; BIOASSAY; CONTROLLED STUDY; DNA STRAND BREAKAGE; EUKARYOTIC CELL; GENE MUTATION; GENETIC TRANSFECTION; HUMAN; HUMAN CELL; LIPID PEROXIDATION; MUTAGENICITY; NONHUMAN; PLASMID; PRIORITY JOURNAL; SEQUENCE ANALYSIS; SHUTTLE VECTOR;

AMIDINES; BASE PAIRING; BASE SEQUENCE; CELL LINE, TRANSFORMED; CYTOSINE NUCLEOTIDES; DNA MUTATIONAL ANALYSIS; DNA, BACTERIAL; DNA, SINGLE-STRANDED; EMBRYO; FREE RADICALS; GENES, SUPPRESSOR; GUANINE NUCLEOTIDES; HUMANS; KIDNEY; MOLECULAR SEQUENCE DATA; MUTATION; OXIDANTS; PEROXIDES; PLASMIDS; RNA, TRANSFER; TRANSFECTION;

ANIMALIA; BACTERIA (MICROORGANISMS); EUKARYOTA; NEGIBACTERIA;

EID: 0032913246     PISSN: 02678357     EISSN: None     Source Type: Journal    
DOI: 10.1093/mutage/14.1.135     Document Type: Article

References (49)

1. Akasaka, S. and Yamamoto, K. (1994) Mutagenesis resulting from DNA damage by lipid peroxidation in the supF gene of Escherichia coli. Mutat. Res., 315, 105-112.
2. Bose, K.N., Fonkeng, B.S., Moghaddas, S. and Stroup, D. (1998) Mechanisms of DNA damage by chromium(V) carcinogens. Nucleic Acids Res., 26, 1588-1596.
3. Burcham, P.C. (1998) Genotoxic lipid peroxidation products: their DNA damaging properties and role in formation of endogenous DNA adducts. Mutagenesis, 13, 287-305.
4. Cabral-Neto, J.B., Cabral, R.E., Margot, A., Le Page, F., Sarasin, A. and Gentil, A. (1994) Coding properties of a unique apurinic/apyrimidinic site replicated in mammalian cells. J. Mol. Biol., 240, 416-420.
5. Cao, E.H., Liu, X.Q., Wang, L.G., Wang, J.J. and Xu, N.F. (1995) Evidence that lipid peroxidation products bind to DNA in liver cells. Biochim. Biophys. Acta, 1259, 187-191.
6. Chamulitrat, W. and Mason, R.P. (1989) Lipid peroxyl radical intermediates in the peroxidation of polyunsaturated fatty acids by lipoxygenase. Direct electron spin resonance investigations. J. Biol. Chem., 264, 20968-20973.
7. Chaudhary, A.K., Nokubo, M., Reddy, G.R., Yeola, A.N., Morrow, J.D., Blair, I.A. and Marnett, L.J. (1994) Detection of endogenous malondialdehyde-deoxyguanosine adducts in human liver. Science, 265, 1580-1582.
8. Cheng, C.-C., Goll, J.G., Neyhart, G.A., Welch, T.W., Singh, P. and Thorp, H.H. (1995) Relative rates and potentials of competing redox processes during DNA cleavage: oxidation mechanisms and sequence-specific catalysis of the self-inactivation of oxo-metal oxidants by DNA. J. Am. Chem. Soc., 117, 2970-2980.
9. Chung, F.-L., Chen, H.J., C. and Nath, R.G. (1996) Lipid peroxidation as a potential endogenous source for the formation of exocyclic DNA adducts. Carcinogenesis, 17, 2105-2111.
10. Cole, A. Cooper, W.G., Shonka, F., Cory, P.M., Humphrey, R.M. and Ansevin, A.T. (1974) DNA scission in hamster cells and isolated nuclei studies by low voltage electron beam irradiation. Radiat. Res., 60, 1-33.
11. de Kok, T.M., ten Vaarwerk, F., Zwingman, I., van Maanen, J.M. and Kleinjans, J.C. (1994) Peroxidation of linoleic, arachidonic and oleic acid in relation to the induction of oxidative DNA damage and cytogenetic effects. Carcinogenesis, 15, 1399-1404.
12. Dittberner, U., Eisenbrand, G. and Zankl, H. (1995) Genotoxic effects of the alpha,beta-unsaturated aldehydes 2-trans-butenal, 2-trans-hexenal and 2-trans, 6-cis-nonadienal. Mutat. Res., 335, 259-265.
13. Esterbauer, H. (1993) Cytotoxicity and genotoxicity of lipid peroxidation products. Am. J. Clin. Nutr., 57 (suppl.), 779S-786S.
14. Esterbauer, H., Eckl, P. and Ortner, A. (1990) Possible mutagens derived from lipids and lipid precursors. Mutat. Res., 238, 223-233.
15. Garner, B., Witting, P.K., Waldeck, A.R., Christison, J.K., Raftery, M. and Stocker, R. (1998) Oxidation of high density lipoproteins. I. Formation of methionine sulfoxide in apolipoproteins AI and AII is an early event that accompanies lipid peroxidation and can be enhanced by alpha-tocopherol. J. Biol. Chem., 273, 6080-6087.
16. Gentil, A., Cabral-Neto, J.B., Mariage-Samson, R., Margot, A., Imbach, J.L., Rayner, B. and Sarasin, A. (1992) Mutagenicity of a unique apurinic/ apyrimidinic site in mammalian cells. J. Mol. Biol., 227, 981-984.
17. Goyne, T.E. and Sigman, D.S. (1987) Nuclease activity of 1.10-phenathroline-copper ion. Chemistry of deoxyribose oxidation. J. Am. Chem. Soc., 109, 2846-2848.
18. Greenley, T.L. and Davies, M.J. (1994) Direct detection of radical generation in rat liver nuclei on treatment with tumour-promoting hydroperoxides and related compounds. Biochim. Biophys. Acta, 1226, 56-64.
19. Haring, M., Rudiger, H., Demple, B., Boiteux, S. and Epe, B. (1994) Recognition of oxidized abasic sites by repair endonucleases. Nucleic Acids Res., 22, 2010-2015.
20. 1-oxidised abasic sites in alkylperoxyl radical-damaged plasmid DNA. Biochem. Biophys. Res. Commun., 237, 1-5.
21. Harkin, L.A., Butler, L.M. and Burcham, P.C. (1997) Role of G→T transversions in the mutagenicity of alkylperoxyl radicals: induction of alkali-labile sites in bacteriophage M13mp19. Chem. Res. Toxicol., 10, 575-581.
22. Hiramoto, K., Johkoh, H., Sako, K. and Kikugawa, K. (1993) DNA breaking activity of the carbon-centered radical generated from 2.2′-azobis (2-amidinopropane) hydrochloride (AAPH). Free Radic. Res. Commun., 19, 323-332.
23. Hruszkewycz, A.M. (1988) Evidence for mitochondrial DNA damage by lipid peroxidation. Biochem. Biophys. Res. Commun., 153, 191-197.
24. Ingold, K.U. (1969) Peroxyl radicals. Acc. Chem. Res., 2, 1-9.
25. Inouye, S. (1984) Site-specific cleavage of double-strand DNA by hydroperoxide of linoleic acid. FEBS Lett., 172, 231-234.
26. Juedes, M.J. and Wogan, G.N. (1996) Peroxynitrite-induced mutation spectra of pSP189 following replication in bacteria and in human cells. Mutat. Res., 349, 51-61.
27. Kraemer, K.H. and Seidman, M.M. (1989) Use of supF, an Escherichia coli lyrosine suppressor tRNA gene, as a mutagenic target in shuttle-vector plasmids. Mutat. Res., 220, 61-72.
28. Krokan, H.E., Standal, R. and Slupphaug, G. (1997) DNA glycosylases in the base excision repair of DNA. Biochem. J., 325, 1-16.
29. Kunkel, T.A. (1984) Mutational specificity of depurination. Proc. Natl Acad. Sci. USA, 81, 1494-1498.
30. Kunkel, T.A. (1990) Misalignment-mediated DNA synthesis errors. Biochemistry, 29, 8003-8011.
31. Lawrence, C.W., Borden, A., Banerjee, S.K. and LeClerc, J.E. (1990) Mutation frequency and spectrum resulting from a single abasic site in a single-stranded vector. Nucleic Acids Res., 18, 2153-2157.
32. Loechler, E.L. (1996) The role of adduct site-specific mutagenesis in understanding how carcinogen-DNA adducts cause mutations: perspective, prospects and problems. Carcinogenesis, 17, 895-902.
33. Marnett, L.J. (1987) Peroxyl free radicals: potential mediators of tumour initiation and promotion. Carcinogenesis, 8, 1365-1372.
34. Marnett, L.J., Hurd, H.K., Hollstein, M.C., Levin, D.E., Esterbauer, H. and Ames, B.N. (1985) Naturally occurring carbonyl compounds are mutagens in Salmonella tester strain TA104. Mutat. Res., 148, 25-34.
35. Neta, P. and Hule, R.E. (1990) Rate constants for reactions of peroxyl radicals in fluid solutions. J. Phys. Chem. Ref. Data, 19, 413-498.
36. Neto, J.B., Gentil, A., Cabral, R.E. and Sarasin, A. (1992) Mutation spectrum of heat-induced abasic sites on a single-stranded shuttle vector replicated in mammalian cells. J. Biol. Chem., 25, 19718-19723.
37. Niki, E. (1990) Free radical initiators as source of water-or lipid-soluble peroxyl radicals. Methods Enzymol., 186, 100-108.
38. Parris, C.N. and Seidman, M.M. (1992) A signature element distinguishes sibling and independent mutations in a shuttle vector plasmid. Gene, 117, 1-5.
39. Sambrook, J., Fritsch, E.F. and Maniatis, T. (1989) Molecular Cloning: A Laboratory Manual, 2nd Edn. Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY.
40. Singer, B. and Hang, B. (1997) What structural features determine repair enzyme specificity and mechanism in chemically modified DNA? Chem. Res. Toxicol., 10, 713-732.
41. Sugden, K.D. and Wetterhahn, K.E. (1997) Direct and hydrogen peroxide-induced chromium(V) oxidation of deoxyribose in single-stranded and double-stranded calf thymus DNA. Chem. Res. Toxicol., 10, 1397-1406.
42. Takeshita, M. and Eisenberg, W. (1994) Mechanism of mutation on DNA templates containing synthetic abasic sites: study with a double strand vector. Nucleic Acids Res., 22, 1897-1902.
43. Tweats, D.J. (1995) Mutagenicity. In Ballantyne, B., Marrs, T. and Turner, P. (eds), General and Applied Toxicology, Abridged Edition. Macmillan, Basingstoke, UK, pp. 807-872.
44. Ueda, K., Kobayashi, S., Morita, J. and Komano, T. (1985) Site-specific DNA damage caused by lipid peroxidation products. Biochim. Biophys. Acta, 824, 341-348.
45. Vaca, C.E., Wilhelm, J. and Harms-Ringdahl, M. (1988) Interaction of lipid peroxidation products with DNA. A Review. Mutat. Res., 195, 137-149.
46. Valentine, M.,R., Rodriguez, H. and Termini, J. (1998) Mutagenesis by peroxy radical is dominated by transversions at deoxyguanosine. Evidence for the lack of involvement of 8-oxo-dG and/or abasic site formation. Biochemistry, 37, 7030-7038.
47. Viner, R.I., Ferrington, D.A., Aced, G.I., Miller-Schlyer, M., Bigelow, D.J. and Schoneich, C. (1997) In vivo aging of rat skeletal muscle sarcoplasmic reticulum Ca-ATPase. Chemical analysis and quantitative simulation by exposure to low levels of peroxyl radicals. Biochim. Biophys. Acta, 1329, 321-335.
48. Wang, M.Y. and Liehr, J.G. (1994) Lipid hydroperoxide-induced endogenous DNA adducts in hamsters: possible mechanism of lipid hydroperoxide-mediated carcinogenesis. Arch. Biochem. Biophys, 316, 38-46.
49. Yang, M.H. and Schaich, K.M. (1996) Factors affecting DNA damage caused by lipid hydroperoxides and aldehydes. Free Radic. Biol. Med., 20, 225-236.