Osborne M R, Jacobs S, Harvey R G, Brookes P
Carcinogenesis. 1981;2(6):553-8. doi: 10.1093/carcin/2.6.553.
The reaction of trans-7,8-dihydroxy-anti-9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene (BP-diolepoxide) with deoxyguanosine has been studied. In addition to the expected N2-guanine derivative minor products resulting from reaction at the O6 and 7-positions have been identified. Reaction of racemic, (+) or (-) BP-diolepoxide with [14C] and [3H]purine labelled DNA allowed these same products to be identified and their yields estimated. It was found that the O6 and 7-guanine products were derived mainly from reaction of the (-)isomer. The 7-substituted guanine derivative in DNA was unstable, undergoing either spontaneous release of the substituted guanine or imidazole ring opening.
已对反式-7,8-二羟基-反式-9,10-环氧-7,8,9,10-四氢苯并[a]芘（BP-二环氧乙烷）与脱氧鸟苷的反应进行了研究。除了预期的在O6和7位反应产生的N2-鸟嘌呤衍生物外，还鉴定出了次要产物。外消旋、（+）或（-）BP-二环氧乙烷与[14C]和[3H]嘌呤标记的DNA反应，使得能够鉴定出这些相同的产物并估计其产率。发现O6和7-鸟嘌呤产物主要源自（-）异构体的反应。DNA中的7-取代鸟嘌呤衍生物不稳定，会自发释放取代的鸟嘌呤或发生咪唑环开环。
