PREPARATION AND ISOLATION OF ADDUCTS IN HIGH-YIELD DERIVED FROM THE BINDING OF 2 BENZO[A]PYRENE-7,8-DIHYDROXY-9,10-OXIDE STEREOISOMERS TO THE OLIGONUCLEOTIDE D(ATATGTATA)

被引:114
作者
COSMAN, M [1 ]
IBANEZ, V [1 ]
GEACINTOV, NE [1 ]
HARVEY, RG [1 ]
机构
[1] UNIV CHICAGO,BEN MAY INST,CHICAGO,IL 60637
关键词
D O I
10.1093/carcin/11.9.1667
中图分类号
R73 [肿瘤学];
学科分类号
100214 ;
摘要
The reaction of the (+)- and (-)-enantlomers of BDPE (trans-7,8-dihydroxy-anti-9,1O-epoxy-7,8,9,10-tetrahydrobenzo-[a]pyrene) with the oligodeoxynucleotide d(ATATGTATA) in aqueous buffer solutions gives rise predominantly to trans and cis addition products at the exocydlic amino group of the single deoxyguanosine residue. The trans/cis ratios are 7:1 in the case of (+)-BPDE, and 2:1 in the case of (-)-BPDE, while the reaction yields correspond to 34 and 15% respectively, of modified strands. These relatively high reaction efficiencies, at least forthis particular type of oligonucleotide sequence, offer the possibilities of synthesizing relatively large amounts of well-defined covalent BPDE-oligonucleotide adducts (with different sequences of nucleotides flanking the modified base) for detailed spectroscopic and biochemical studies. © 1990 Oxford University Press.
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页码:1667 / 1672
页数:6
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