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Roles of electrophilic sulfuric acid ester metabolites in mutagenesis and carcinogenesis by some polynuclear aromatic hydrocarbons

Cited 36 time in Web of Science Cited 36 time in Scopus
Authors
Surh, Young-Joon; Miller, James A.
Issue Date
1994-06
Citation
Chemico-Biological Interactions, Vol.92 No.1-3, pp.351-362
Keywords
HYDROXYSTEROID SULFOTRANSFERASESULFURIC ACID ESTERSBENZYLIC ALCOHOLSCARCINOGENESIS AND MUTAGENESISPOLYCYCLIC AROMATIC HYDROCARBONSDNA ADDUCTS
Abstract
Hydroxylation of meso-methyl groups with subsequent formation of reactive benzylic esters bearing a good leaving group (e.g. sulfate) was proposed as a possible biochemical mechanism of activation and tumorigenicity of methyl-substituted polycyclic aromatic hydrocarbons (PAHs). In support of this postulation, recent studies have demonstrated the formation by. rodent hepatic sulfotransferase activity of electrophilic, mutagenic, and carcinogenic sulfuric acid esters of several hydroxymethyl aromatic hydrocarbons including hydroxymethyl derivatives of benz[a]anthracene, 6-hydroxymethylbenzo[a]pyrene, 5-hydroxymethylchrysene, 9-hydroxymethyl-10-methylanthracene, and 1-hydroxymethylpyrene. Besides these hydroxymethyl PAHs containing a primary benzylic alcoholic group, some aromatic hydrocarbons with secondary benzylic hydroxyl functional group(s) are also metabolically activated through sulfuric acid esterification.
ISSN
0009-2797
URI
https://hdl.handle.net/10371/172675
DOI
https://doi.org/10.1016/0009-2797(94)90076-0
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Graduate School of Convergence Science and Technology (융합과학기술대학원)Dept. of Molecular and Biopharmaceutical Sciences (분자의학 및 바이오제약학과)Journal Papers (저널논문_분자의학 및 바이오제약학과)
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