(Q28728684)

English

Deoxyguanosine forms a bis-adduct with E,E-muconaldehyde, an oxidative metabolite of benzene: implications for the carcinogenicity of benzene

scientific article (publication date: 21 November 2011)

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scholarly article

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Deoxyguanosine forms a bis-adduct with E,E-muconaldehyde, an oxidative metabolite of benzene: implications for the carcinogenicity of benzene (English)

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author name string

Constance M Harris

1

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Donald F Stec

2

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Plamen P Christov

3

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Ivan D Kozekov

4

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Carmelo J Rizzo

5

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Thomas M Harris

6

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publication date

21 November 2011

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Chemical Research in Toxicology

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24

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11

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1944-56

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Evidence that humans metabolize benzene via two pathways

1 reference

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Inhibition of human topoisomerase II in vitro by bioactive benzene metabolites

1 reference

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17 March 2017

The mechanism of benzene-induced leukemia: a hypothesis and speculations on the causes of leukemia

1 reference

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17 March 2017

Chemistry and biology of DNA containing 1,N(2)-deoxyguanosine adducts of the alpha,beta-unsaturated aldehydes acrolein, crotonaldehyde, and 4-hydroxynonenal

1 reference

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Mechanism of 1,N2-etheno-2'-deoxyguanosine formation from epoxyaldehydes

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3 June 2018

Spectroscopic characterization of interstrand carbinolamine cross-links formed in the 5'-CpG-3' sequence by the acrolein-derived gamma-OH-1,N2-propano-2'-deoxyguanosine DNA adduct

1 reference

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3 June 2018

Using urinary biomarkers to elucidate dose-related patterns of human benzene metabolism

1 reference

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3 June 2018

Hematotoxicity in workers exposed to low levels of benzene

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Xenobiotic metabolism and the mechanism(s) of benzene toxicity

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3 June 2018

Genotoxicity of benzene and its metabolites.

1 reference

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3 June 2018

Studies in detoxication. XLIX. The metabolism of benzene containing (14C1) benzene

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3 June 2018

Site-specific synthesis and reactivity of oligonucleotides containing stereochemically defined 1,N2-deoxyguanosine adducts of the lipid peroxidation product trans-4-hydroxynonenal.

1 reference

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Benzene metabolism in rodents at doses relevant to human exposure from urban air.

1 reference

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3 June 2018

The nature of chromosomal aberrations detected in humans exposed to benzene

1 reference

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Characterization and mechanisms of chromosomal alterations induced by benzene in mice and humans.

1 reference

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3 June 2018

Covalent modifications to 2'-deoxyguanosine by 4-oxo-2-nonenal, a novel product of lipid peroxidation

1 reference

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3 June 2018

Measurement of benzene oxide in the blood of rats following administration of benzene

1 reference

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3 June 2018

Chemistry of muconaldehydes of possible relevance to the toxicology of benzene

1 reference

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3 June 2018

Biomarkers of environmental benzene exposure

1 reference

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3 June 2018

Reduction of benzene metabolism and toxicity in mice that lack CYP2E1 expression

1 reference

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3 June 2018

Reactions of muconaldehyde isomers with nucleophiles including tri-O-acetylguanosine: formation of 1,2-disubstituted pyrroles from reactions of the (Z,Z)-isomer with primary amines

1 reference

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3 June 2018

Mutagenicity of trans,trans-muconaldehyde and its metabolites in V79 cells

1 reference

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DNA structural reorganization upon conversion of a psoralen furan-side monoadduct to an interstrand cross-link: implications for DNA repair

1 reference

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Salt-induced co-operative conformational change of a synthetic DNA: Equilibrium and kinetic studies with poly(dG-dC)

1 reference

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3 June 2018

trans,trans-Muconic acid, an open-chain urinary metabolite of benzene in mice. Quantification by high-pressure liquid chromatography.

1 reference

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3 June 2018

Formation of muconaldehyde, an open-ring metabolite of benzene, in mouse liver microsomes: an additional pathway for toxic metabolites

1 reference

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Carcinogenicity of benzene, toluene and xylene: epidemiological and experimental evidence

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The effect of dose, dose rate, route of administration, and species on tissue and blood levels of benzene metabolites

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3 June 2018

Chromatographic and spectrophotometric characterization of adducts formed during the reaction of trans,trans-muconaldehyde with 14C-deoxyguanosine 5'-phosphate

1 reference

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3 June 2018

Metabolism and toxicity of trans,trans-muconaldehyde, an open-ring microsomal metabolite of benzene

1 reference

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Comparative metabolism of benzene and trans,trans-muconaldehyde to trans,trans-muconic acid in DBA/2N and C57BL/6 mice

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The mutagenic effects of low level sub-acute inhalation exposure to benzene in CD-1 mice.

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3 June 2018

Interstrand DNA cross-links induced by alpha,beta-unsaturated aldehydes derived from lipid peroxidation and environmental sources.

1 reference

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27 November 2018

Evidence for the formation of Michael adducts from reactions of (E,E)-muconaldehyde with glutathione and other thiols

1 reference

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Stimulation of topoisomerase II-mediated DNA cleavage by benzene metabolites

1 reference

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1 reference

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Detection of an interchain carbinolamine cross-link formed in a CpG sequence by the acrolein DNA adduct gamma-OH-1,N( 2)-propano-2'-deoxyguanosine

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1 reference

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DNA-protein crosslink and DNA strand break formation in HL-60 cells treated with trans,trans-muconaldehyde, hydroquinone and their mixtures

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Structure-activity relationships in the induction of DNA-protein cross-links by hematotoxic ring-opened benzene metabolites and related compounds in HL60 cells.

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Identification of benzene oxide as a product of benzene metabolism by mouse, rat, and human liver microsomes

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Production of benzoquinone adducts with hemoglobin and bone-marrow proteins following administration of [13C6]benzene to rats.

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Studies on the induction of gene mutations in bacterial and mammalian cells by the ring-opened benzene metabolites trans,trans-muconaldehyde and trans,trans-muconic acid.

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The solution structure of a psoralen cross-linked DNA duplex by NMR and relaxation matrix refinement

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12 December 2020

based on heuristic

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Measurement of benzene in human breath associated with an environmental exposure

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based on heuristic

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DNA-protein cross-link levels in bone marrow cells of mice treated with benzene or trans,trans-muconaldehyde

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Benzene 2009-Health effects and mechanisms of bone marrow toxicity: implications for t-AML and the mode of action framework. Proceedings of a meeting. September 7-12, 2009. Munich, Germany

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Muconaldehyde, a potential toxic intermediate of benzene metabolism

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1,N2-ethenodeoxyguanosine as a potential marker for DNA adduct formation by trans-4-hydroxy-2-nonenal

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Effect of exposure concentration, exposure rate, and route of administration on metabolism of benzene by F344 rats and B6C3F1 mice

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Synthesis of nucleosides and oligonucleotides containing adducts of acrolein and vinyl chloride

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based on heuristic

inferred from PubMed ID database lookup

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10.1021/TX2002838

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