Literature DB >> 7090423

Hepatic microsomal metabolism of 1,3-butadiene.

E Malvoisin, M Roberfroid.   

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.

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Year:  1982        PMID： 7090423     DOI： 10.3109/00498258209046787

Source DB:  PubMed          Journal:  Xenobiotica        ISSN： 0049-8254            Impact factor:   1.908


  38 in total

1.  High throughput HPLC-ESI(-)-MS/MS methodology for mercapturic acid metabolites of 1,3-butadiene: Biomarkers of exposure and bioactivation.

Authors:  Srikanth Kotapati; Amanda Esades; Brock Matter; Chap Le; Natalia Tretyakova
Journal:  Chem Biol Interact       Date:  2015-02-26       Impact factor: 5.192

2.  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.

Authors:  W Keither Merritt; Lubomir V Nechev; Tandace A Scholdberg; Stephen M Dean; Sarah E Kiehna; Johanna C Chang; Thomas M Harris; Constance M Harris; R Stephen Lloyd; Michael P Stone
Journal:  Biochemistry       Date:  2005-08-02       Impact factor: 3.162

3.  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.

Authors:  Wen Xu; W Keither Merritt; Lubomir V Nechev; Thomas M Harris; Constance M Harris; R Stephen Lloyd; Michael P Stone
Journal:  Chem Res Toxicol       Date:  2007-01-27       Impact factor: 3.739

4.  Conjugation of butadiene diepoxide with glutathione yields DNA adducts in vitro and in vivo.

Authors:  Sung-Hee Cho; F Peter Guengerich
Journal:  Chem Res Toxicol       Date:  2012-01-09       Impact factor: 3.739

5.  Quantitative analysis of trihydroxybutyl mercapturic acid, a urinary metabolite of 1,3-butadiene, in humans.

Authors:  Srikanth Kotapati; Brock A Matter; Amy L Grant; Natalia Y Tretyakova
Journal:  Chem Res Toxicol       Date:  2011-08-04       Impact factor: 3.739

6.  A physiologically based pharmacokinetic model for butadiene and its metabolite butadiene monoxide in rat and mouse and its significance for risk extrapolation.

Authors:  G Johanson; J G Filser
Journal:  Arch Toxicol       Date:  1993       Impact factor: 5.153

7.  Chemical suppression of a subpopulation of primitive hematopoietic progenitor cells: 1,3-butadiene produces a hematopoietic defect similar to steel or white spotted mutations in mice.

Authors:  D B Colagiovanni; W S Stillman; R D Irons
Journal:  Proc Natl Acad Sci U S A       Date:  1993-04-01       Impact factor: 11.205

8.  Molecular dosimetry of 1,2,3,4-diepoxybutane-induced DNA-DNA cross-links in B6C3F1 mice and F344 rats exposed to 1,3-butadiene by inhalation.

Authors:  Melissa Goggin; James A Swenberg; Vernon E Walker; Natalia Tretyakova
Journal:  Cancer Res       Date:  2009-03-10       Impact factor: 12.701

9.  In vitro biotransformation of 2-methylpropene (isobutene): epoxide formation in mice liver.

Authors:  M Cornet; W Sonck; A Callaerts; G Csanády; A Vercruysse; R J Laib; V Rogiers
Journal:  Arch Toxicol       Date:  1991       Impact factor: 5.153

10.  Biological activation of 1,3-butadiene to vinyl oxirane by rat liver microsomes and expiration of the reactive metabolite by exposed rats.

Authors:  H M Bolt; G Schmiedel; J G Filser; H P Rolzhäuser; K Lieser; D Wistuba; V Schurig
Journal:  J Cancer Res Clin Oncol       Date:  1983       Impact factor: 4.553
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