Hamman J P, Seliger H H, Posner G H
Proc Natl Acad Sci U S A. 1981 Feb;78(2):940-2. doi: 10.1073/pnas.78.2.940.
The metabolism of 7,8-dihydroxy-7,8-dihydrobenzo[a]pyrene results primarily in the ultimate carcinogenic metabolite of benzo[a]pyrene, 7,8-dihydroxy-9,10-oxy-7,8,9,10-tetrahydrobenzo[a]pyrene and to a lesser extent 7,8-dihydroxy-9,10-dioxetane-7,8,9,10-tetrahydrobenzo[a]pyrene, from which chemiluminescence is observed. This specific microsomal chemiluminescence has been used to establish that the rate-limiting reaction in the metabolism of benzo[a]pyrene to the bay region diol epoxide is the production of the 7,8-diol. The microsome-mediated chemiluminescence of the parent benzo[a]pyrene is therefore an indicator of the activity of the specific sequence of metabolic reactions leading to the ultimate carcinogenic metabolite.
7,8-二羟基-7,8-二氢苯并[a]芘的代谢主要产生苯并[a]芘的最终致癌代谢物7,8-二羟基-9,10-环氧-7,8,9,10-四氢苯并[a]芘,在较小程度上产生7,8-二羟基-9,10-二氧杂环丁烷-7,8,9,10-四氢苯并[a]芘,可观察到其化学发光现象。这种特定的微粒体化学发光已被用于确定苯并[a]芘代谢为湾区二醇环氧化物的限速反应是7,8-二醇的生成。因此,母体苯并[a]芘的微粒体介导化学发光是导致最终致癌代谢物的特定代谢反应序列活性的一个指标。