BENZO(A)PYRENE-7,8-DIHYDRODIOL 9,10-OXIDE ADENOSINE AND DEOXYADENOSINE ADDUCTS - STRUCTURE AND STEREOCHEMISTRY

被引:131
作者
JEFFREY, AM
GRZESKOWIAK, K
WEINSTEIN, IB
NAKANISHI, K
ROLLER, P
HARVEY, RG
机构
[1] NCI,BETHESDA,MD 20014
[2] UNIV CHICAGO,BEN MAY LAB CANC RES,CHICAGO,IL 60637
[3] COLUMBIA UNIV,DEPT CHEM,NEW YORK,NY 10032
关键词
D O I
10.1126/science.316186
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
The structure and absolute stereoconfigurations of four adenosine adducts with (±)-7α,8β-dihydroxy-9β,10β-epoxy-7,8,9,10- tetrahydrobenzo(a)pyrene (BPDE) and their deoxyadenosine analogs have been determined. They result from both cis and trans addition of the N6 amino group of adenine to the 10 position of both enantiomers of BDPE. This was determined from studies of the nuclear magnetic resonance spectra, mass spectra, and circular dichroism spectra, as well as from their pKa values and chemical reactivities. Copyright © 1979 AAAS.
引用
收藏
页码:1309 / 1311
页数:3
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