Suckling C J, Nonhebel D C, Brown L, Suckling K E, Seilman S, Wolf C R
Biochem J. 1985 Nov 15;232(1):199-203. doi: 10.1042/bj2320199.
The arylcyclopropanes (cyclopropylarenes) cyclopropylbenzene and diphenylcyclopropane are oxidized by rabbit liver microsomal cytochrome P-450, both by the microsomal fraction and by the purified cytochrome in a reconstituted system. The products formed, principally benzoic acid, are due to an unusual triple oxidation of the substrate, which probably remains attached to the active site during the several steps of the oxidation. Both substrates were found to be inhibitors of the cytochrome P-450-dependent O-de-ethylation of 7-ethoxycoumarin. Model oxidation studies with cumene hydroperoxide as oxidizing agent and rabbit liver microsomal fraction as source of enzyme gave similar products to the microsomal and reconstituted systems. The significance of these results in the mechanism of oxidation catalysed by cytochrome P-450 is discussed.
芳基环丙烷(环丙基芳烃)环丙基苯和二苯基环丙烷可被兔肝微粒体细胞色素P-450氧化,无论是微粒体部分还是在重组系统中的纯化细胞色素均可实现氧化。生成的产物主要是苯甲酸,这是由于底物发生了不寻常的三重氧化反应,在氧化的几个步骤中底物可能一直附着在活性位点上。两种底物均被发现是细胞色素P-450依赖的7-乙氧基香豆素O-脱乙基反应的抑制剂。以氢过氧化异丙苯作为氧化剂、兔肝微粒体部分作为酶源进行的模型氧化研究得到了与微粒体和重组系统相似的产物。本文讨论了这些结果在细胞色素P-450催化氧化机制中的意义。