journal article Mar 01, 1999

Lipid peroxidation—DNA damage by malondialdehyde

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References
48
[1]
Porter "Mechanisms for the autoxidation of polyunsaturated lipids" Acc. Chem. Res. (1986) 10.1021/ar00129a001
[2]
Dix "Mechanisms and biological relevance of lipid peroxidation initiation" Chem. Res. Toxicol. (1993) 10.1021/tx00031a001
[3]
Pryor "Oxy-radicals and related species: their formation, lifetimes and reactions" Annu. Rev. Physiol. (1986) 10.1146/annurev.ph.48.030186.003301
[4]
Barclay "Autoxidation of micelles and model membranes. Quantitative kinetic measurements can be made by using either water-soluble or lipid-soluble chain-breaking antioxidants" J. Am. Chem. Soc. (1984) 10.1021/ja00320a066
[5]
Waldeck "Radical-initiated lipid peroxidation in low density lipoproteins: insights obtained from kinetic modeling" Chem. Res. Toxicol. (1996) 10.1021/tx960057s
[6]
Pryor "A suggested mechanism for the production of malondialdehyde during the autoxidation of polyunsaturated fatty acids. Non-enzymatic production of prostaglandin endoperoxides during autoxidation" J. Org. Chem. (1975) 10.1021/jo00912a038
[7]
Morrow "The isoprostanes—current knowledge and directions for future research" Biochem. Pharmacol. (1996) 10.1016/0006-2952(95)02072-1
[8]
Hamberg "On the mechanism of the biosynthesis of prostaglandins E1 and F1α" J. Biol. Chem. (1967) 10.1016/s0021-9258(18)99433-0
[9]
Janero "Malondialdehyde and thiobarbituric acid-reactivity as diagnostic indices of lipid peroxidation and peroxidative tissue injury" Free Radic. Biol. Med. (1990) 10.1016/0891-5849(90)90131-2
[10]
H. Esterbauer, Lipid peroxidation products: formation, chemical properties and biological activities, in: G. Pli, K.H. Cheeseman, M.U. Dianzani, T.F. Slater (Eds.), Free Radicals in Liver Injury, IRL Press, Oxford, 1985, pp. 29–47.
[11]
Esterbauer "Possible mutagens derived from lipids and lipid precursors" Mutat. Res. Rev. Genet. Toxicol. (1990) 10.1016/0165-1110(90)90014-3
[12]
Hazen "Human neutrophils employ myeloperoxidase to convert α-amino acids to a battery of reactive aldehydes: a pathway for aldehyde generation at sites of inflammation" Biochemistry (1998) 10.1021/bi972449j
[13]
Nath "Detection of exocyclic 1,N2-propanodeoxyguanosine adducts as common DNA lesions in rodents and humans" Proc. Natl. Acad. Sci. U.S.A. (1994) 10.1073/pnas.91.16.7491
[14]
Shamberger "Antioxidants and cancer: IV. Initiating activity of malonaldehyde as a carcinogen" J. Natl. Cancer Inst. (1974)
[15]
Fischer "The lack of initiating and/or promoting activity of sodium malondialdehyde on Sencar mouse skin" Cancer Lett. (1983) 10.1016/0304-3835(83)90136-2
[16]
Mukai "Mutagenicity of malondialdehyde, a decomposition product of peroxidized polyunsaturated fatty acids" Science (1976) 10.1126/science.766187
[17]
Marnett "Comparison of the mutagenicities of malondialdehyde and side products formed during its chemical synthesis" Cancer Res. (1980)
[18]
Basu "Unequivocal demonstration that malondialdehyde is a mutagen" Carcinogenesis (1983) 10.1093/carcin/4.3.331
[19]
Spalding "Toxicology and carcinogenesis studies of malondialdehyde sodium salt (3-hydroxy-2-propenal, sodium salt) in F344/N rats and B6C3F1 mice" NTP Technical Report (1988)
[20]
Marnett "Naturally occurring carbonyl compounds are mutagens in Salmonella tester strain TA104" Mutat. Res. (1985) 10.1016/0027-5107(85)90204-0
[21]
E. Schauenstein, H. Esterbauer, H. Zollner, Malondialdehyde, in: E. Schauenstein, H. Esterbauer, H. Zollner (Eds.), Aldehydes in Biological Systems, Pion, London, 1977, pp. 133–140.
[22]
Krokan "Cytotoxicity, thiol depletion and inhibition of O6-methylguanine–DNA methyltransferase by various aldehydes in cultured human bronchial fibroblasts" Carcinogenesis (1985) 10.1093/carcin/6.12.1755
[23]
Seto "Reaction of malondialdehyde with nucleic acid: I. Formation of fluorescent pyrimido[1,2-a]purin-10(3H)-one nucleosides" Bull. Chem. Soc. Jpn. (1983) 10.1246/bcsj.56.1799
[24]
Marnett "Reaction of malondialdehyde with guanine nucleosides: formation of adducts containing oxadiazabicyclononene residues in the base-pairing region" J. Am. Chem. Soc. (1986) 10.1021/ja00266a065
[25]
Nair "Novel adducts from the modification of nucleic acid bases by malondialdehyde" J. Am. Chem. Soc. (1984) 10.1021/ja00323a061
[26]
Stone "Investigation of the adducts formed by reaction of malondialdehyde with adenosine" Chem. Res. Toxicol. (1990) 10.1021/tx00013a006
[27]
Stone "Studies of the reaction of malondialdehyde with cytosine nucleosides" Chem. Res. Toxicol. (1990) 10.1021/tx00017a013
[28]
Chaudhary "Characterization of an N6-oxopropenyl-2′-deoxyadenosine adduct in malondialdehyde-modified DNA using liquid chromatography electrospray ionization tandem mass spectrometry" Carcinogenesis (1996) 10.1093/carcin/17.5.1167
[29]
P.C. Dedon, J.P. Plastaras, C.A. Rouzer, L.J. Marnett, Indirect mutagenesis by oxidative DNA damage: formation of the pyrimidopurinone adduct of deoxyguanosine by base propenal, Proc. Natl. Acad. Sci. U.S.A., 1998, submitted. 10.1073/pnas.95.19.11113
[30]
Benamira "Induction of mutations by replication of malondialdehyde-modified M13 DNA in Escherichia coli: determination of the extent of DNA modification, genetic requirements for mutagenesis, and types of mutations induced" Carcinogenesis (1995) 10.1093/carcin/16.1.93
[31]
Reddy "Synthesis of an oligodeoxynucleotide containing the alkaline labile malondialdehyde–deoxyguanosine adduct pyrimido[1,2-a]purin-10(3H)-one" J. Am. Chem. Soc. (1995) 10.1021/ja00122a037
[32]
Fink "Mutagenicity in Escherichia coli of the major DNA adduct derived from the endogenous mutagen malondialdehyde" Proc. Natl. Acad. Sci. U.S.A. (1997) 10.1073/pnas.94.16.8652
[33]
Johnson "Repair of propanodeoxyguanosine by nucleotide excision repair in vivo and in vitro" J. Biol. Chem. (1997) 10.1074/jbc.272.17.11434
[34]
Vaca "Determination of malonaldehyde-modified 2′-deoxyguanosine-3′-monophosphate and DNA by 32P-postlabeling" Carcinogenesis (1992) 10.1093/carcin/13.4.593
[35]
Kautiainen "Studies on the relationship between hemoglobin and DNA adducts of malonaldehyde and their stability in vivo" Carcinogenesis (1993) 10.1093/carcin/14.4.705
[36]
Wang "Induction by estrogens of lipid peroxidation and lipid peroxide-derived malonaldehyde–DNA adducts in male Syrian hamsters: role of lipid peroxidation in estrogen-induced kidney carcinogenesis" Carcinogenesis (1995) 10.1093/carcin/16.8.1941
[37]
Wang "Lipid hydroperoxide-induced endogenous DNA adducts in hamsters: possible mechanism of lipid hydroperoxide-mediated carcinogenesis" Arch. Biochem. Biophys. (1995) 10.1006/abbi.1995.1007
[38]
Vaca "32P-Postlabeling determination of DNA adducts of malonaldehyde in humans: total white blood cells and breast tissue" Carcinogenesis (1995) 10.1093/carcin/16.8.1847
[39]
Fang "Determination of DNA adducts of malonaldehyde in humans: effects of dietary fatty acid composition" Carcinogenesis (1996) 10.1093/carcin/17.5.1035
[40]
Wang "Lipid peroxidation-induced putative malondialdehyde–DNA adducts in human breast tissues" Cancer Epidemiol. Biomarkers Prev. (1996)
[41]
Chaudhary "Detection of endogenous malondialdehyde–deoxyguanosine adducts in human liver" Science (1994) 10.1126/science.8079172
[42]
Rouzer "Analysis of the malondialdehyde-2′-deoxyguanosine adduct, pyrimidopurinone, in human leukocyte DNA by gas chromatography/electron capture negative chemical ionization/mass spectrometry" Chem. Res. Toxicol. (1997) 10.1021/tx9601216
[43]
Sevilla "Development of monoclonal antibodies to the malondialdehyde–deoxyguanosine adduct, pyrimidopurinone" Chem. Res. Toxicol. (1997) 10.1021/tx960120d
[44]
Kadlubar "Comparison of endogenous DNA adducts levels in human pancreas" Proc. Am. Assoc. Cancer Res. (1998)
[45]
Chaudhary "Characterization of endogenous DNA adducts by liquid chromatography/electrospray ionization/tandem mass spectrometry" J. Mass Spectrom. (1995) 10.1002/jms.1190300813
[46]
Leuratti "Quantitation of malondialdehyde–DNA damage in human tissues using a sensitive immunoslot blot assay" Proc. Am. Assoc. Cancer Res. (1998)
[47]
F.F. Kadlubar, K.E. Anderson, N.P. Lang, P.A. Thompson, S.L. MacLeod, M.W. Chou, M. Mikhailova, J. Plastaras, L.J. Marnett, S. Haussermann, J. Nair, I. Velie, H. Bartsch, Comparison of endogenous DNA adduct levels in human pancreas, Mutat. Res., 1998, in press.
[48]
Vaca "32P-Postlabeling determination of DNA adducts of malonaldehyde in humans: total white blood cells and breast tissue" Carcinogenesis (1995) 10.1093/carcin/16.8.1847
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