The vinyl chloride-derived nucleoside, N2,3-ethenoguanosine, is a highly efficient mutagen in transcription
- 1 January 1987
- journal article
- research article
- Published by Oxford University Press (OUP) in Carcinogenesis: Integrative Cancer Research
- Vol. 8 (5) , 745-747
- https://doi.org/10.1093/carcin/8.5.745
Abstract
N2,3-Ethenoguanine (N2,3-εG) was recently identified in the liver of vinyl chloride-exposed rats. We have now synthesized the nucleoside and the 5'-diphosphate which was copolymerized with CDP. The deoxypolynucleotide complement, synthesized by AMV reverse transcriptase contained, in addition to dG, dC and dT. The total pyrimidine content was approximately equivalent to the N2,3-εG content of the template. Incorporation of dC is neither lethal nor mutagenic, while dT incorporation represents a mutagenic event, occurring with ∼20% frequency. N2,3-εG·dT base pairs can have two hydrogen bonds with minimal helical distortion, as is also the case for N2,3-εG.C base pairs. N2,3-εG is the only derivative formed in vivo by the human carcinogen, vinyl chloride, that can be shown to have a high probability of causing transitions which could initiate malignant transformation.This publication has 8 references indexed in Scilit:
- Molecular structure of the G.A base pair in DNA and its implications for the mechanism of transversion mutations.Proceedings of the National Academy of Sciences, 1986
- LACK OF MISCODING PROPERTIES OF 7-(2-OXOETHYL)GUANINE, THE MAJOR VINYL CHLORIDE DNA ADDUCT1985
- In vivo mutagenesis by O6-methylguanine built into a unique site in a viral genome.Proceedings of the National Academy of Sciences, 1984
- Base-pairing properties of O6-methylguanine in template DNA during in vitro DNA replication.Journal of Biological Chemistry, 1984
- Assessment of mutagenic efficiency of two carcinogen-modified nucleosides, 1,N6-ethenodeoxyadenosine and O4-methyldeoxythymidine, using polymerases of varying fidelityCarcinogenesis: Integrative Cancer Research, 1984
- Induction of mammary carcinomas in rats by nitroso-methylurea involves malignant activation of H-ras-1 locus by single point mutationsNature, 1983
- Escherichia coli polymerase I can use O2-methyldeoxythymidine or O4-methyldeoxythymidine in place of deoxythymidine in primed poly(dA-dT).poly(dA-dT) synthesis.Proceedings of the National Academy of Sciences, 1983
- Preparation and template activities of polynucleotides containing O2- and O4-alkyluridine.Proceedings of the National Academy of Sciences, 1978