Metabolism of 1,3-butadiene to toxicologically relevant metabolites in single-exposed mice and rats.

No abstract is available for this paper.

• Publication year

  2007

• Venue

  Chemico-Biological Interactions

• Publication date

  2007-03-20

• Fields of study

  Medicine, Chemistry, Environmental Science

• Identifiers
  DOI 10.1016/J.CBI.2006.03.002PMID 16616907
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• The closed chamber technique — uptake, endogenous production, excretion, steady-state kinetics and rates of metabolism of gases and vapors

  2006cited by this paper
• A physiologically based pharmacokinetic model for butadiene and its metabolite butadiene monoxide in rat and mouse and its significance for risk extrapolation

  2005cited by this paper
• Quantification of DNA and hemoglobin adducts of 3,4-epoxy-1,2-butanediol in rodents exposed to 3-butene-1,2-diol.

  2005cited by this paper
• Inhalation pharmacokinetics of 1,2-epoxybutene-3 reveal species differences between rats and mice sensitive to butadiene-induced carcinogenesis

  2004cited by this paper
• Mercapturic acid urinary metabolites of 3-butene-1,2-diol as in vivo evidence for the formation of hydroxymethylvinyl ketone in mice and rats.

  2004cited by this paper
• Hemoglobin adduct levels in rat and mouse treated with 1,2:3,4-diepoxybutane.

  2004cited by this paper
• Analysis of Diepoxide-Specific Cyclic N-Terminal Globin Adducts in Mice and Rats after Inhalation Exposure to 1,3-Butadiene

  2004cited by this paper
• Development of analytical methods for the gas chromatographic determination of 1,2-epoxy-3-butene, 1,2:3,4-diepoxybutane, 3-butene-1,2-diol, 3,4-epoxybutane-1,2-diol and crotonaldehyde from perfusate samples of 1,3-butadiene exposed isolated mouse and rat livers

  2002cited by this paper
• Hydroxymethylvinyl ketone: a reactive Michael acceptor formed by the oxidation of 3-butene-1,2-diol by cDNA-expressed human cytochrome P450s and mouse, rat, and human liver microsomes.

  2001cited by this paper
• Species differences in the metabolism of olefins: implications for risk assessment.

  2001cited by this paper
• First-pass metabolism of 1,3-butadiene in once-through perfused livers of rats and mice.

  2001cited by this paper
• Butadiene diolepoxide- and diepoxybutane-derived DNA adducts at N7-guanine: a high occurrence of diolepoxide-derived adducts in mouse lung after 1,3-butadiene exposure.

  1999cited by this paper
• Dichlorophenyl phosphoramidates as substrates for avian and mammalian liver phosphotriesterases: activity levels, calcium dependence and stereospecificity.

  1999cited by this paper
• Molecular dosimetry of N-7 guanine adduct formation in mice and rats exposed to 1,3-butadiene.

  1999cited by this paper
• Epoxybutene-hemoglobin adducts in rats and mice: dose response for formation and persistence during and following long-term low-level exposure to butadiene.

  1998cited by this paper
• Disposition of butadiene epoxides in Sprague-Dawley rats following exposures to 8000 ppm 1,3-butadiene: comparisons with tissue epoxide concentrations following low-level exposures.

  1998cited by this paper
• Disposition of butadiene epoxides in Sprague-Dawley rats.

  1997cited by this paper
• Comparison of the disposition of butadiene epoxides in Sprague-Dawley rats and B6C3F1 mice following a single and repeated exposures to 1,3-butadiene via inhalation.

  1997cited by this paper
• Haemoglobin adducts of epoxybutanediol from exposure to 1,3-butadiene or butadiene epoxides.

  1997cited by this paper
• In vitro and in vivo mutagenicity of the butadiene metabolites butadiene diolepoxide, butadiene monoepoxide and diepoxybutane.

  1997cited by this paper
• Biological formation of the 1,3-butadiene DNA adducts 7-N-(2-hydroxy-3-buten-1-yl)guanine, 7-N-(1-hydroxy-3-buten-2-yl)guanine and 7-N-(2,3,4-trihydroxy-butyl)guanine.

  1996cited by this paper
• Adducts to N-terminal valines in hemoglobin from butadiene metabolites.

  1996cited by this paper
• Characterization of urinary metabolites from Sprague-Dawley rats and B6C3F1 mice exposed to [1,2,3,4-13C]butadiene.

  1996cited by this paper
• Macromolecular adducts of butadiene.

  1996cited by this paper
• Analysis of butadiene, butadiene monoxide, and butadiene dioxide in blood by gas chromatography/gas chromatography/mass spectroscopy.

  1995cited by this paper
• 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.

  1995cited by this paper
• Gender differences in the metabolism of 1,3-butadiene in Sprague-Dawley rats following a low level inhalation exposure.

  1995cited by this paper
• Disposition of butadiene monoepoxide and butadiene diepoxide in various tissues of rats and mice following a low-level inhalation exposure to 1,3-butadiene.

  1995cited by this paper
• High concentrations of butadiene epoxides in livers and lungs of mice compared to rats exposed to 1,3-butadiene.

  1995cited by this paper
• IARC Monographs on the Evaluation of Carcinogenic Risks to Humans

  1995cited by this paper
• Comparison of blood concentrations of 1,3-butadiene and butadiene epoxides in mice and rats exposed to 1,3-butadiene by inhalation.

  1994cited by this paper
• NTP Toxicology and Carcinogenesis Studies of 1,3-Butadiene (CAS No. 106-99-0) in B6C3F1 Mice (Inhalation Studies).

  1993cited by this paper
• Mutagenicity of 1,3-butadiene and its epoxide metabolites in human TK6 cells and in splenic T cells isolated from exposed B6C3F1 mice.

  1993cited by this paper
• Comparison of the biotransformation of 1,3-butadiene and its metabolite, butadiene monoepoxide, by hepatic and pulmonary tissues from humans, rats and mice.

  1992cited by this paper
• Carcinogenicity of 1,3-butadiene in C57BL/6 x C3H F1 mice at low exposure concentrations.

  1990cited by this paper
• Concentration-dependent depletion of non-protein sulfhydryl (NPSH) content in lung, heart and liver tissue of rats and mice after acute inhalation exposure to butadiene.

  1989cited by this paper
• Inhalation toxicity studies with 1,3-butadiene. 3. Two year toxicity/carcinogenicity study in rats.

  1987cited by this paper
• Multiple organ carcinogenicity of 1,3-butadiene in B6C3F1 mice after 60 weeks of inhalation exposure.

  1985cited by this paper
• Inhalation pharmacokinetics based on gas uptake studies

  1984cited by this paper
• Inhalation pharmacokinetics based on gas uptake studies

  1984cited by this paper
• NTP Toxicology and Carcinogenesis Studies of 1,3-Butadiene (CAS No. 106-99-0) in B6C3F1 Mice (Inhalation Studies).

  1984cited by this paper

• Association between Urinary Metabolites of 1,3-Butadiene and Toluene Exposure with Kidney Function Indices in Taiwanese School-Aged Children Living Near a Petrochemical Complex.

  2025cites this paper
• Strain and Sex Variability in Liver, Kidney and Lung Levels of DNA Adducts EB-GII and bis-N7G-BD Following Inhalation Exposure to 1,3-Butadiene in Collaborative Cross Mice

  2025cites this paper
• Nonenzymatic hydrolysis of 1,2:3,4‐diepoxybutane: A kinetic study including pH, temperature, and ion effects

  2023cites this paper
• Use of Biomarker Data and Relative Potencies of Mutagenic Metabolites to Support Derivation of Cancer Unit Risk Values for 1,3-Butadiene from Rodent Tumor Data

  2022cites this paper
• Use of biomarker data and metabolite relative potencies to support derivation of noncancer reference values based on the reproductive and developmental toxicity effects of 1,3-butadiene.

  2022cites this paper
• Beyond Science and Decisions: From Problem Formulation to Dose-Response Assessment Case Study: Cancer Risk Assessment for 1,3-Butadiene Based on New Data and Methods

  2022cites this paper
• 1,3-Butadiene: a ubiquitous environmental mutagen and its associations with diseases

  2022cites this paper
• Lung metabolome of 1,3-butadiene exposed Collaborative Cross mice reflects metabolic phenotype of human lung cancer.

  2021cites this paper
• A reproductive and developmental toxicity screening study of 1,3-butadiene in Sprague-Dawley rats.

  2021cites this paper
• Simultaneous toxicokinetics characterization of acrylamide and its primary metabolites using a novel microdialysis isotope-dilution liquid chromatography mass spectrometry method.

  2021cites this paper
• Isotope dilution LC/ESI--MS-MS quantitation of urinary 1,4-bis(N-acetyl-S-cysteinyl)-2-butanone in mice and rats as the biomarker of 1-chloro-2-hydroxy-3-butene, an in vitro metabolite of 1,3-butadiene.

  2019cites this paper
• Chemicals with Carcinogenic Activity Primarily in Rodent Liver

  2018cites this paper
• Myeloperoxidase-Mediated Bioactivation of Olefins

  2018cites this paper
• Computational Approaches to Studying Gene Regulation Using Chromatin Accessibility and Gene Expression Assays

  2017cites this paper
• The ex vivo L-CBMN assay detects significant human exposure to butadiene.

  2016cites this paper
• Rapid and sensitive liquid chromatography-tandem mass spectrometry method for determination of protein-free pro-drug treosulfan and its biologically active monoepoxy-transformer in plasma and brain tissue.

  2014cites this paper
• Inhibitory potency of 4-carbon alkanes and alkenes toward CYP2E1 activity.

  2014cites this paper
• Bis-butanediol-mercapturic acid (bis-BDMA) as a urinary biomarker of metabolic activation of butadiene to its ultimate carcinogenic species.

  2014cites this paper
• Ethylene Oxide in Blood of Ethylene-Exposed B6C3F1 Mice, Fischer 344 Rats, and Humans

  2013cites this paper
• Differences in butadiene adduct formation between rats and mice not due to selective inhibition of CYP2E1 by butadiene metabolites.

  2013cites this paper
• Mass Spectrometry-Based Analysis of Urinary Metabolites of 1,3-Butadiene (BD) in Humans and Influence of BD-DNA Adducts on DNA Replication

  2013cites this paper
• Migration study of 1,3-butadiene in eye-drop solutions

  2012influential citation
• DNA damage induced by three major metabolites of 1,3-butadiene in human hepatocyte L02 cells.

  2012cites this paper
• HPLC method for determination of biologically active epoxy-transformers of treosulfan in human plasma: pharmacokinetic application.

  2012cites this paper
• Quantitative human health risk assessment for 1,3-butadiene based upon ovarian effects in rodents.

  2012cites this paper
• Direct high-performance liquid chromatography method with refractometric detection designed for stability studies of treosulfan and its biologically active epoxy-transformers.

  2012cites this paper
• Quantification of epoxide metabolite specific n-terminal globin adducts: a biomarker of internal dosimetry of 1,3-butadiene exposure and metabolism

  2011cites this paper
• Epigenetic mechanisms of mouse interstrain variability in genotoxicity of the environmental toxicant 1,3-butadiene.

  2011cites this paper
• Diepoxybutane induces the formation of DNA-DNA rather than DNA-protein cross-links, and single-strand breaks and alkali-labile sites in human hepatocyte L02 cells.

  2011cites this paper
• 1,2:3,4-Diepoxybutane in blood of male B6C3F1 mice and male Sprague-Dawley rats exposed to 1,3-butadiene.

  2011cites this paper
• Epigenetic Alterations in Liver of C57BL/6J Mice after Short-Term Inhalational Exposure to 1,3-Butadiene

  2010cites this paper
• 1,3-Butadiene: I. Review of metabolism and the implications to human health risk assessment

  2010cites this paper
• A Chronic Reference Value for 1,3-Butadiene Based on an Updated Noncancer Toxicity Assessment

  2010cites this paper
• Influence of GSTs, CYP2E1 and mEH polymorphisms on 1, 3-butadiene-induced micronucleus frequency in Chinese workers.

  2010cites this paper
• Mutagenicity of stereochemical configurations of 1,3-butadiene epoxy metabolites in human cells.

  2010cites this paper
• Quantitative investigation on the metabolism of 1,3-butadiene and of its oxidized metabolites in once-through perfused livers of mice and rats.

  2010influential citation
• Formation, persistence, and repair of 1,2,3,4-diepoxybutane-induced bifunctional DNA adducts in tissues of rodents exposed to 1,3-butadiene by inhalation

  2009cites this paper
• Molecular mechanisms involved in genotoxicity of industrially important monomers (styrene, 1,3-butadiene)

  2009cites this paper
• Genotoxicity of 1,3-butadiene and its epoxy intermediates.

  2009cites this paper
• 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.

  2009cites this paper
• Draft toxicological profile for 1,3-butadiene

  2009cites this paper
• Quantitative high-performance liquid chromatography-electrospray ionization-tandem mass spectrometry analysis of the adenine-guanine cross-links of 1,2,3,4-diepoxybutane in tissues of butadiene-exposed B6C3F1 mice.

  2008cites this paper
• Concentrations of the propylene metabolite propylene oxide in blood of propylene-exposed rats and humans--a basis for risk assessment.

  2008cites this paper
• Evaluation of cancer tests of 1,3-butadiene using internal dose, genotoxic potency, and a multiplicative risk model.

  2008cites this paper
• HPLC-ESI+-MS/MS analysis of N7-guanine-N7-guanine DNA cross-links in tissues of mice exposed to 1,3-butadiene.

  2007cites this paper
• International Symposium on the Evaluation of Butadiene and Chloroprene Health Risks.

  2007cites this paper
• N-terminal globin adducts as biomarkers for formation of butadiene derived epoxides.

  2007cites this paper