Specificity of chemiluminescence in the metabolism of benzo[a]pyrene to its carcinogenic diol epoxide.

Specificity of chemiluminescence in the metabolism of benzo[a]pyrene to its carcinogenic diol epoxide.
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化学发光在苯并[a]芘代谢为其致癌二醇环氧化物的过程中的特异性。

DOI:
10.1073/pnas.78.2.940
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发表时间:
1981
影响因子:
11.1
通讯作者:
Posner,GH
Posner,GH
中科院分区:
综合性期刊1区
文献类型:
--
作者:
Hamman,JP;Seliger,HH;Posner,GH

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7,8-二羟基-7,8-二氢苯并[a]芘的代谢主要导致苯并[a]芘的最终致癌代谢物,7,8-二羟基-9,10-氧-7,8,9,10-四氢苯并[a]芘和较小程度的7,8-二羟基-9,10-二氧乙烷-7,8,9,10-四氢苯并[a]芘,由此观察到化学发光。这种特异性微粒体化学发光已被用于确定苯并[a]芘代谢到海湾地区环氧二醇的限速反应是产生7,8-二醇。因此,母体苯并[a]芘的微粒体介导的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指标。
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.