Factors influencing the induction of sister chromatid exchanges in mammalian cells by 12-O-tetradecanoyl-phorbol-13-acetate

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Abstract
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.