Browse

Intrinsic mutagenicity and electrophilicity of 1-sulfooxy-3-methylcholanthrene: Implications for metabolic activation of the carcinogen 3-methylcholanthrene

Cited 0 time in Web of Science Cited 0 time in Scopus
Authors
Jeong, H. K.; Shlyankevich, M.; Surh, Young-Joon
Issue Date
1995-11
Citation
Biochemistry and Molecular Biology International, Vol.37 No.5, pp.885-893
Keywords
3-methylcholanthrenemetabolic activationsulfonationsulfate estersmutagenesis
Abstract
Hydroxylation of a meso-anthracenic carbon atom with subsequent formation of a reactive ester bearing a good leaving group (e.g., sulfate) has been proposed as a possible biochemical mechanism responsible for DNA binding, mutagenicity and tumorigenicity of 3-methylcholanthrene, one of the most potent carcinogenic polycyclic aromatic hydrocarbons in experimental animals. In support of this supposition, the chemically synthesized sulfuric acid ester, 1-sulfooxy-3-methylcholanthrene (1-SMC) was directly mutagenic in bacteria and covalently bound to DNA without metabolic activation. The intrinsic mutagenicity of this reactive ester was significantly potentiated by addition of extra acetate or chloride anions to the media. Reduced glutathione and ascorbic acid protected against 1-SMC-induced mutagenesis. These findings suggest 1-SMC as a potential ultimate electrophilic and tumorigenic metabolite of 3-methylcholanthrene.
ISSN
1039-9712
URI
https://hdl.handle.net/10371/172621
Files in This Item:
There are no files associated with this item.
Appears in Collections:
Graduate School of Convergence Science and Technology (융합과학기술대학원)Dept. of Molecular and Biopharmaceutical Sciences (분자의학 및 바이오제약학과)Journal Papers (저널논문_분자의학 및 바이오제약학과)
  • mendeley

Items in S-Space are protected by copyright, with all rights reserved, unless otherwise indicated.

Browse