Bis-butanediol-mercapturic acid (bis-BDMA) as a urinary biomarker of metabolic activation of butadiene to its ultimate carcinogenic species

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Bis-butanediol-mercapturic acid (bis-BDMA) as a urinary biomarker of metabolic activation of butadiene to its ultimate carcinogenic species is …
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scholarly articleQ13442814

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P356DOI10.1093/CARCIN/BGU047
P932PMC publication ID4043237
P698PubMed publication ID24531806
P5875ResearchGate publication ID260211351

P50authorVernon E WalkerQ107015167
P2093author name stringDewakar Sangaraju
James A Swenberg
Natalia Y Tretyakova
Srikanth Kotapati
Amanda Esades
Lance Hallberg
P2860cites workComparison of cytogenetic effects of 3,4-epoxy-1-butene and 1,2:3, 4-diepoxybutane in mouse, rat and human lymphocytes following in vitro G0 exposures.Q53426079
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1,3-Butadiene and its epoxides induce sister-chromatid exchanges in human lymphocytes in vitroQ68016721
A follow-up study of synthetic rubber workersQ71746003
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Oxidation of butadiene monoxide to meso- and (+/-)-diepoxybutane by cDNA-expressed human cytochrome P450s and by mouse, rat, and human liver microsomes: evidence for preferential hydration of meso-diepoxybutane in rat and human liver microsomesQ73031392
Epoxide hydrolase-dependent metabolism of butadiene monoxide to 3-butene-1,2-diol in mouse, rat, and human liverQ73657032
1,3-Butadiene and leukemia among synthetic rubber industry workers: exposure-response relationshipsQ79379058
HPLC-ESI+-MS/MS analysis of N7-guanine-N7-guanine DNA cross-links in tissues of mice exposed to 1,3-butadieneQ80208959
Metabolism of 1,3-butadiene to toxicologically relevant metabolites in single-exposed mice and ratsQ83158596
Carcinogenicity of 1,3-butadiene in C57BL/6 x C3H F1 mice at low exposure concentrationsQ28331298
Formation of 1,2:3,4-diepoxybutane-specific hemoglobin adducts in 1,3-butadiene exposed workersQ28741044
Exposure-response of 1,2:3,4-diepoxybutane-specific N-terminal valine adducts in mice and rats after inhalation exposure to 1,3-butadieneQ28752155
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 inhalationQ33686123
Persistence and repair of bifunctional DNA adducts in tissues of laboratory animals exposed to 1,3-butadiene by inhalationQ33858650
DNA-protein cross-linking by 1,2,3,4-diepoxybutane.Q34206520
Human urinary carcinogen metabolites: biomarkers for investigating tobacco and cancerQ34704529
Epigenetic alterations in liver of C57BL/6J mice after short-term inhalational exposure to 1,3-butadieneQ34980960
Evolution of the cellular stress proteome: from monophyletic origin to ubiquitous functionQ35196532
Quantitative analysis of trihydroxybutyl mercapturic acid, a urinary metabolite of 1,3-butadiene, in humansQ35529744
Cross-linking of the human DNA repair protein O6-alkylguanine DNA alkyltransferase to DNA in the presence of 1,2,3,4-diepoxybutaneQ35540965
NanoHPLC-nanoESI(+)-MS/MS quantitation of bis-N7-guanine DNA-DNA cross-links in tissues of B6C3F1 mice exposed to subppm levels of 1,3-butadieneQ35819432
Molecular and evolutionary basis of the cellular stress responseQ36041011
1,3-Butadiene: Biomarkers and application to risk assessmentQ36407750
N-terminal globin adducts as biomarkers for formation of butadiene derived epoxides.Q36644809
Future directions in butadiene risk assessment and the role of cross-species internal dosimetryQ36753826
Effects of smoking cessation on eight urinary tobacco carcinogen and toxicant biomarkersQ37246043
Inhalation toxicity studies with 1,3-butadiene. 3. Two year toxicity/carcinogenicity study in ratsQ39238935
Determination of the major mercapturic acids of 1,3-butadiene in human and rat urine using liquid chromatography with tandem mass spectrometryQ39666958
Exocyclic deoxyadenosine adducts of 1,2,3,4-diepoxybutane: synthesis, structural elucidation, and mechanistic studiesQ39906182
Molecular epidemiological studies in 1,3-butadiene exposed Czech workers: female-male comparisons.Q40291748
Adenine adducts with diepoxybutane: isolation and analysis in exposed calf thymus DNA.Q40870635
Metabolism of 1,3-butadiene: species differencesQ41196499
Toxicology and epidemiology of 1,3-butadieneQ41442201
Mutagenicity of a glutathione conjugate of butadiene diepoxideQ41973048
Site specific N6-(2-hydroxy-3,4-epoxybut-1-yl)adenine oligodeoxynucleotide adducts of 1,2,3,4-diepoxybutane: synthesis and stability at physiological pH.Q42168170
Enzymatic conjugation of hexachloro-1,3-butadiene with glutathione. Formation of 1-(glutathion-S-yl)-1,2,3,4,4-pentachlorobuta-1,3-diene and 1,4-bis(glutathion-S-yl)-1,2,3,4-tetrachlorobuta-1,3-dieneQ42202711
Formation of glutathione conjugates by reactive metabolites of vinylidene chloride in microsomes and isolated hepatocytesQ42227069
Conjugation of butadiene diepoxide with glutathione yields DNA adducts in vitro and in vivoQ42847055
Hemoglobin adducts in 1,3-butadiene exposed Czech workers: female-male comparisonsQ42974678
Determination of six hydroxyalkyl mercapturic acids in human urine using hydrophilic interaction liquid chromatography with tandem mass spectrometry (HILIC-ESI-MS/MS).Q43274332
Population estimates for biomarkers of exposure to cigarette smoke in adult U.S. cigarette smokersQ43287620
Biomarkers for assessing occupational exposures to 1,3-butadieneQ43633350
Analysis of 1,3-butadiene and other selected gas-phase components in cigarette mainstream and sidestream smoke by gas chromatography-mass selective detectionQ43643435
Conjugation of haloalkanes by bacterial and mammalian glutathione transferases: mono- and vicinal dihaloethanes.Q43711490
Analysis of butadiene urinary metabolites by liquid chromatography-triple quadrupole mass spectrometryQ44858812
Mercapturic acid urinary metabolites of 3-butene-1,2-diol as in vivo evidence for the formation of hydroxymethylvinyl ketone in mice and ratsQ44944207
Analysis of diepoxide-specific cyclic N-terminal globin adducts in mice and rats after inhalation exposure to 1,3-butadieneQ45170204
Guanine-adenine DNA cross-linking by 1,2,3,4-diepoxybutane: potential basis for biological activityQ45191711
Interstrand and intrastrand DNA-DNA cross-linking by 1,2,3,4-diepoxybutane: role of stereochemistryQ46746970
P433issue6
P407language of work or nameEnglishQ1860
P921main subjectbiomarkerQ864574
P304page(s)1371-1378
P577publication date2014-02-14
P1433published inCarcinogenesisQ326022
P1476titleBis-butanediol-mercapturic acid (bis-BDMA) as a urinary biomarker of metabolic activation of butadiene to its ultimate carcinogenic species
P478volume35

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cites work (P2860)
Q36307933Genetic Determinants of 1,3-Butadiene Metabolism and Detoxification in Three Populations of Smokers with Different Risks of Lung Cancer
Q35998543High throughput HPLC-ESI(-)-MS/MS methodology for mercapturic acid metabolites of 1,3-butadiene: Biomarkers of exposure and bioactivation
Q41047455Isotope Dilution nanoLC/ESI+-HRMS3 Quantitation of Urinary N7-(1-Hydroxy-3-buten-2-yl) Guanine Adducts in Humans and Their Use as Biomarkers of Exposure to 1,3-Butadiene
Q34372420Major groove orientation of the (2S)-N(6)-(2-hydroxy-3-buten-1-yl)-2'-deoxyadenosine DNA adduct induced by 1,2-epoxy-3-butene
Q23919157Mercapturic acids: recent advances in their determination by liquid chromatography/mass spectrometry and their use in toxicant metabolism studies and in occupational and environmental exposure studies
Q27683454Structures of Exocyclic R,R - and S,S - N 6 , N 6 -(2,3-Dihydroxybutan-1,4-diyl)-2′-Deoxyadenosine Adducts Induced by 1,2,3,4-Diepoxybutane

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