ArticleChemical research in toxicology2011
Persistence and repair of bifunctional DNA adducts in tissues of laboratory animals exposed to 1,3-butadiene by inhalation.
Article in Chemical research in toxicology, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.
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Who cites it
20 citing papers in PubMed, 38 citations in OpenAlex.
- Recent technical and biological development in the analysis of biomarker N-deoxyguanosine-C8-4-aminobiphenyl.Journal of chromatography. B, Analytical technologies in the biomedical and life sciences · 2018Review
- Tissue- and strain-specific effects of a genotoxic carcinogen 1,3-butadiene on chromatin and transcription.Mammalian genome : official journal of the International Mammalian Genome Society · 2018Article
- Cellular Repair of DNA-DNA Cross-Links Induced by 1,2,3,4-Diepoxybutane.International journal of molecular sciences · 2017Article
- 1,3-Butadiene-Induced Adenine DNA Adducts Are Genotoxic but Only Weakly Mutagenic When Replicated in Escherichia coli of Various Repair and Replication Backgrounds.Chemical research in toxicology · 2017Article
- Isotope Dilution nanoLC/ESIChemical research in toxicology · 2017Article
- Evaluation of in vivo mutagenesis for assessing the health risk of air pollutants.Genes and environment : the official journal of the Japanese Environmental Mutagen Society · 2017Review
- Human Biomonitoring of DNA Adducts by Ion Trap Multistage Mass Spectrometry.Current protocols in nucleic acid chemistry · 2016Article
- High throughput HPLC-ESI(-)-MS/MS methodology for mercapturic acid metabolites of 1,3-butadiene: Biomarkers of exposure and bioactivation.Chemico-biological interactions · 2015Article
- Polymerase Bypass of N(6)-Deoxyadenosine Adducts Derived from Epoxide Metabolites of 1,3-Butadiene.Chemical research in toxicology · 2015Article
- NanoLC/ESI+ HRMS3 quantitation of DNA adducts induced by 1,3-butadiene.Journal of the American Society for Mass Spectrometry · 2014Article
- Bis-butanediol-mercapturic acid (bis-BDMA) as a urinary biomarker of metabolic activation of butadiene to its ultimate carcinogenic species.Carcinogenesis · 2014Article
- Capillary HPLC-accurate mass MS/MS quantitation of N7-(2,3,4-trihydroxybut-1-yl)-guanine adducts of 1,3-butadiene in human leukocyte DNA.Chemical research in toxicology · 2013Article
- Replication past the butadiene diepoxide-derived DNA adduct S-[4-(N(6)-deoxyadenosinyl)-2,3-dihydroxybutyl]glutathione by DNA polymerases.Chemical research in toxicology · 2013Article
- Mass spectrometry of structurally modified DNA.Chemical reviews · 2013Review
- Toxicological effects of the different substances in tobacco smoke on human embryonic development by a systems chemo-biology approach.PloS one · 2013Article
- Alcohol dehydrogenase- and rat liver cytosol-dependent bioactivation of 1-chloro-2-hydroxy-3-butene to 1-chloro-3-buten-2-one, a bifunctional alkylating agent.Chemical research in toxicology · 2012Article
- Translesion synthesis across 1,N6-(2-hydroxy-3-hydroxymethylpropan-1,3-diyl)-2'-deoxyadenosine (1,N6-γ-HMHP-dA) adducts by human and archebacterial DNA polymerases.The Journal of biological chemistry · 2012Article
- Quantitation of DNA adducts by stable isotope dilution mass spectrometry.Chemical research in toxicology · 2012Review
- Conjugation of butadiene diepoxide with glutathione yields DNA adducts in vitro and in vivo.Chemical research in toxicology · 2012Article
- Diepoxybutane interstrand cross-links induce DNA bending.Biochimie · 2012Article
Corrections and comments
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Authors and funding
6 authors at 4 institutions in 1 country.
Funding
Abstract
1,3-Butadiene (BD) is an important industrial and environmental chemical classified as a human carcinogen. The mechanism of BD-mediated cancer is of significant interest because of the widespread exposure of humans to BD from cigarette smoke and urban air. BD is metabolically activated to 1,2,3,4-diepoxybutane (DEB), which is a highly genotoxic and mutagenic bis-alkylating agent believed to be the ultimate carcinogenic species of BD. We have previously identified several types of DEB-specific DNA adducts, including bis-N7-guanine cross-links (bis-N7-BD), N(6)-adenine-N7-guanine cross-links (N(6)A-N7G-BD), and 1,N(6)-dA exocyclic adducts. These lesions were detected in tissues of laboratory rodents exposed to BD by inhalation ( Goggin et al. (2009) Cancer Res. 69 , 2479 -2486 ). In the present work, persistence and repair of bifunctional DEB-DNA adducts in tissues of mice and rats exposed to BD by inhalation were investigated. The half-lives of the most abundant cross-links, bis-N7G-BD, in mouse liver, kidney, and lungs were 2.3-2.4 days, 4.6-5.7 days, and 4.9 days, respectively. The in vitro half-lives of bis-N7G-BD were 3.5 days (S,S isomer) and 4.0 days (meso isomer) due to their spontaneous depurination. In contrast, tissue concentrations of the minor DEB adducts, N7G-N1A-BD and 1,N(6)-HMHP-dA, remained essentially unchanged during the course of the experiment, with an estimated t(1/2) of 36-42 days. No differences were observed between DEB-DNA adduct levels in BD-treated wild type mice and the corresponding animals deficient in methyl purine glycosylase or the Xpa gene. Our results indicate that DEB-induced N7G-N1A-BD and 1,N(6)-HMHP-dA adducts persist in vivo, potentially contributing to mutations and cancer observed as a result of BD exposure.
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