Hepatic microsomal metabolism of 1,3-butadiene
- PMID: 7090423
- DOI: 10.3109/00498258209046787
Hepatic microsomal metabolism of 1,3-butadiene
Abstract
1. In rat liver microsomes, 1,3-butadiene was metabolized to butadiene monoxide, which was subsequently transformed into 3-butene-1,2-diol by microsomal epoxide hydrolase. 2. In the metabolism of butadiene oxide in microsomes, four metabolites were detected, namely two stereoisomers of DL-diepoxybutane, and two stereoisomers of 3,4-epoxy-1,2-butanediol. No meso-diepoxybutane was detected.
Similar articles
-
Enzymatic hydration of butadiene monoxide and its importance in the metabolism of butadiene.Adv Exp Med Biol. 1981;136 Pt A:437-44. doi: 10.1007/978-1-4757-0674-1_32. Adv Exp Med Biol. 1981. PMID: 7344474 No abstract available.
-
Oxidation of 1,2-epoxy-3-butene to 1,2:3,4-diepoxybutane by cDNA-expressed human cytochromes P450 2E1 and 3A4 and human, mouse and rat liver microsomes.Carcinogenesis. 1995 Oct;16(10):2287-93. doi: 10.1093/carcin/16.10.2287. Carcinogenesis. 1995. PMID: 7586124
-
Comparison of the biotransformation of 1,3-butadiene and its metabolite, butadiene monoepoxide, by hepatic and pulmonary tissues from humans, rats and mice.Carcinogenesis. 1992 Jul;13(7):1143-53. doi: 10.1093/carcin/13.7.1143. Carcinogenesis. 1992. PMID: 1638680
-
A review of the genetic and related effects of 1,3-butadiene in rodents and humans.Mutat Res. 2000 Oct;463(3):181-213. doi: 10.1016/s1383-5742(00)00056-9. Mutat Res. 2000. PMID: 11018742 Review.
-
Hexachloro-1,3-butadiene: toxicology, metabolism, and mechanisms of toxicity.Rev Environ Contam Toxicol. 1988;101:121-37. doi: 10.1007/978-1-4612-3770-9_4. Rev Environ Contam Toxicol. 1988. PMID: 3275993 Review. No abstract available.
Cited by
-
Assessment of the potential risk to workers from exposure to 1,3-butadiene.Environ Health Perspect. 1990 Jun;86:159-71. doi: 10.1289/ehp.9086159. Environ Health Perspect. 1990. PMID: 2205486 Free PMC article. Review.
-
Cytotoxicity, genotoxicity, and mutagenicity of 1-chloro-2-hydroxy-3-butene and 1-chloro-3-buten-2-one, two alternative metabolites of 1,3-butadiene.Toxicol Appl Pharmacol. 2013 Aug 15;271(1):13-9. doi: 10.1016/j.taap.2013.04.019. Epub 2013 May 2. Toxicol Appl Pharmacol. 2013. PMID: 23643860 Free PMC article.
-
Inhalation toxicology of isoprene in F344 rats and B6C3F1 mice following two-week exposures.Environ Health Perspect. 1990 Jun;86:93-8. doi: 10.1289/ehp.908693. Environ Health Perspect. 1990. PMID: 2401278 Free PMC article.
-
Structure of the 1,4-bis(2'-deoxyadenosin-N6-yl)-2R,3R-butanediol cross-link arising from alkylation of the human N-ras codon 61 by butadiene diepoxide.Biochemistry. 2005 Aug 2;44(30):10081-92. doi: 10.1021/bi047263g. Biochemistry. 2005. PMID: 16042385 Free PMC article.
-
Structure of the 1,4-Bis(2'-deoxyadenosin-N(6)-yl)-2S,3S-butanediol intrastrand DNA cross-link arising from butadiene diepoxide in the human N-ras codon 61 sequence.Chem Res Toxicol. 2007 Feb;20(2):187-98. doi: 10.1021/tx060210a. Epub 2007 Jan 27. Chem Res Toxicol. 2007. PMID: 17256975 Free PMC article.
MeSH terms
Substances
LinkOut - more resources
Full Text Sources