Dipple A, Nebzydoski J A
Chem Biol Interact. 1978 Jan;20(1):17-26. doi: 10.1016/0009-2797(78)90077-7.
1,1,1-Trichloropropene 2,3-oxide (TCPO), a known inhibitor of the enzyme epoxide hydrase, inhibits binding of the carcinogen, 7,12-dimethylbenz(a)anthracene (DMBA), to the DNA of secondary mouse embryo cell cultures under conditions which do not appreciably decrease the overall metabolism of this carcinogen. This suggests that the formation of a transdihydrodiol is a necessary step in the metabolic pathway leading to DNA binding and that binding probably occurs through the generation of a reactive diol-epoxide. In concert with this, the major DMBA-DNA product isolated by chromatography on Sephadex LH-20 eluted with a methanol-water gradient is resolved into two separate components in a methanol-sodium borate solution gradient suggesting that, as is known for benzo(a)pyrene, two stereoisomeric diol-epoxides are involved in the binding of DMBA to DNA.
1,1,1-三氯丙烯-2,3-氧化物（TCPO）是一种已知的环氧化物水解酶抑制剂，在不会显著降低这种致癌物整体代谢的条件下，它能抑制致癌物7,12-二甲基苯并(a)蒽（DMBA）与原代小鼠胚胎细胞培养物DNA的结合。这表明反式二氢二醇的形成是导致DNA结合的代谢途径中的一个必要步骤，并且结合可能是通过生成一种活性二醇环氧化物而发生的。与此一致的是，通过在甲醇-水梯度洗脱的Sephadex LH-20上进行色谱分离得到的主要DMBA-DNA产物，在甲醇-硼酸钠溶液梯度中被分离成两个单独的组分，这表明，正如苯并(a)芘的情况一样，两种立体异构的二醇环氧化物参与了DMBA与DNA的结合。
