Interstrand and intrastrand DNA-DNA cross-linking by 1, 2, 3, 4-diepoxybutane: role of stereochemistry

…, C Anderson, R Loeber, M Seetharaman…

文献索引：Park, Soobong; Anderson, Christopher; Loeber, Rachel; Seetharaman, Mahadevan; Jones, Roger; Tretyakova, Natalia Journal of the American Chemical Society, 2005 , vol. 127, # 41 p. 14355 - 14365

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被引用次数: 62

摘要

1, 2, 3, 4-Diepoxybutane (DEB) is a bifunctional electrophile capable of forming DNA-DNA and DNA-protein cross-links. DNA alkylation by DEB produces N7-(2'-hydroxy-3', 4'- epoxybut-1'-yl)-guanine monoadducts, which can then form 1, 4-bis-(guan-7-yl)-2, 3- butanediol (bis-N7G-BD) lesions. All three optical isomers of DEB are produced metabolically from 1, 3-butadiene, but S, S-DEB is the most cytotoxic and genotoxic. In the ...