Chou M W, Evans F E, Yang S K, Fu P P
Carcinogenesis. 1983;4(6):699-702. doi: 10.1093/carcin/4.6.699.
The rat liver microsomal metabolism of 3-deutero-6-nitrobenzo(a)pyrene ([3-2H]6-NO2-BaP) was studied. The metabolites were separated by h.p.l.c. The 500 MHz 1H n.m.r. spectral analysis of the metabolites indicated that the 3-hydroxy-6-NO2-BaP and 6-NO2-BaP-3,9-hydroquinone each retained 33% of the deuterium label at the C-2 position. It is proposed that the migration of deuterium occurs via an NIH shift mechanism. These results indicate that a 2,3-epoxide is a common intermediate.
研究了3-氘代-6-硝基苯并(a)芘([3-²H]6-NO₂-BaP)在大鼠肝微粒体中的代谢情况。代谢产物通过高效液相色谱法分离。对代谢产物进行的500兆赫¹H核磁共振光谱分析表明,3-羟基-6-NO₂-BaP和6-NO₂-BaP-3,9-对苯二酚在C-2位均保留了33%的氘标记。提出氘的迁移是通过NIH迁移机制发生的。这些结果表明2,3-环氧化物是一个常见的中间体。