IDENTIFICATION OF INDIVIDUAL BENZO[C]PHENANTHRENE DIHYDRODIOL EPOXIDE-DNA ADDUCTS BY THE P-32 POSTLABELING ASSAY

被引:21
作者
CANELLA, KA [1 ]
PELTONEN, K [1 ]
YAGI, H [1 ]
JERINA, DM [1 ]
DIPPLE, A [1 ]
机构
[1] NIDDKD,BIOORGAN CHEM LAB,BETHESDA,MD 20892
关键词
D O I
10.1021/tx00029a015
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Purine deoxyribonucleoside 3'-phosphates were reacted separately with the four configurational isomers of benzo[c]phenanthrene 3,4-dihydrodiol 1,2-epoxide. Products resulting from the cis and trans opening of the epoxide ring by the exocyclic amino groups of deoxyadenosine and deoxyguanosine 3'-phosphates were separated by high-pressure liquid chromatography and identified by comparison of the observed circular dichroism spectra with the known spectra for the corresponding nucleoside adducts. The 16 structurally identified benzo[c]phenanthrene-purine deoxyribonucleoside 3'-phosphate adducts were then separately postlabeled according to the Randerath method, and the positions of the individual bisphosphates were mapped by thin-layer chromatography. Chromatographic conditions were developed that allowed separation of the four adducts for 3 of the 4 dihydrodiol epoxide isomers.
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页码:685 / 690
页数:6
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