PMID: 7010314Jan 24, 1981Paper

Studies on the miscoding properties of 1,N6-ethenoadenine and 3,N4-ethenocytosine, DNA reaction products of vinyl chloride metabolites, during in vitro DNA synthesis

Nucleic Acids Research
A BarbinM Radman

Abstract

1,N6-Ethenoadenine (epsilon A) and 3,N4-ethenocytosine (epsilon C) are formed when electrophilic vinyl chloride (VC) metabolites, chloroethylene oxide (CEO) or chloroacetaldehyde (CAA) react with adenine and cytosine residues in DNA. They were assayed for their miscoding properties in an in vitro system using Escherichia coli DNA polymerase I and synthetic templates prepared by reaction of poly(dA) and poly(dC) with increasing concentrations of CEO or CAA. Following the introduction of etheno groups, an increasing inhibition of DNA synthesis was observed. dGMP was misincorporated on CAA- or CEO-treated poly(dA) templates and dTMP was misincorporated on CAA- or CEO-treated poly(dC) templates, suggesting that epsilon A and epsilon C may miscode. The error rates augmented with the extent of reaction of CEO or CAA with the templates. Base-pairing models are proposed for the epsilon A.G. and epsilon C.T pairs. The potentially miscoding properties of epsilon A and epsilon C may explain why metabolically-activated VC and its reactive metabolites specifically induce base-pair substitution mutations in Salmonella typhimurium. Promutagenic lesions may represent one of the initial steps in VC- or CEO-induced carcinogenesis.

References

Apr 1, 1978·Proceedings of the National Academy of Sciences of the United States of America·B SingerJ T Kuśmierek
Feb 25, 1979·Journal of Molecular Biology·C W Shearman, L A Loeb
Feb 23, 1979·Archives of Toxicology·H OttenwälderH M Bolt
Sep 1, 1978·Chemico-biological Interactions·T Green, D E Hathway
Jan 1, 1975·Mutation Research·H Bartsch, R Montesano
Mar 1, 1976·Chemico-biological Interactions·S Hussain, S Osterman-Golkar
Mar 17, 1975·Biochemical and Biophysical Research Communications·C MalaveilleP Jacquignon
Aug 8, 1975·Annals of the New York Academy of Sciences·N J Leonard, G L Tolman
Oct 15, 1975·International Journal of Cancer. Journal International Du Cancer·E HubermanL Sachs
Nov 17, 1975·Biochemical and Biophysical Research Communications·A BarbinH Bartsch
Aug 1, 1972·Proceedings of the National Academy of Sciences of the United States of America·J R BarrioN J Leonard
Jan 31, 1972·Biochemical and Biophysical Research Communications·J R BarrioN J Leonard
Feb 5, 1973·Biochemical and Biophysical Research Communications·C H Lee, J G Wetmur
May 10, 1973·Biochimica Et Biophysica Acta·L L Gerchman, D B Ludlum
Feb 1, 1968·Tetrahedron Letters·B M GoldschmidtB L Van Duuren

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Citations

Jan 1, 1991·Chemico-biological Interactions·K SzyfterW P Watson
Mar 5, 1999·Mutation Research·J NairH Bartsch
Feb 18, 1999·Toxicology Letters·M J Marion
Jul 31, 2007·Chemical Research in Toxicology·Min Young KimGerald N Wogan
Feb 1, 1983·Proceedings of the National Academy of Sciences of the United States of America·B SingerH Fraenkel-Conrat
Jan 5, 2011·Mutagenesis·Agnieszka M MaciejewskaJarosław T Kuśmierek
Jan 1, 1982·Quarterly Reviews on Drug Metabolism and Drug Interactions·R J Laib
Jan 20, 2012·Free Radical Research·Alicja WinczuraBarbara Tudek
Jan 1, 1994·Drug Metabolism Reviews·H BartschY Guichard
Jan 1, 1988·Critical Reviews in Toxicology·H M Bolt
Jan 1, 1984·CRC Critical Reviews in Biochemistry·N J Leonard
May 9, 2012·Mutation Research·Barbara Tudek, Elżbieta Speina
Mar 4, 2014·Chemical Reviews·Guanqun ZhengChuan He
Feb 14, 2006·Journal of Inorganic Biochemistry·Yukiko Mishina, Chuan He
Sep 3, 2005·Biochemical and Biophysical Research Communications·Jagadeesan NairHelmut Bartsch
Mar 16, 1990·Biochemical and Biophysical Research Communications·J C KandalaR V Guntaka
Mar 24, 2015·DNA Repair·Daria ZdżalikBarbara Tudek
Oct 29, 2020·Chemical Research in Toxicology·Katelyn L Rioux, Sarah Delaney

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