Evidence for a 2,3-epoxide as an intermediate in the microsomal metabolism of 6-nitrobenzo[a]pyrene.

Abstract:

: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.

journal_name

Carcinogenesis

journal_title

Carcinogenesis

authors

Chou MW,Evans FE,Yang SK,Fu PP

doi

10.1093/carcin/4.6.699

subject

Has Abstract

pub_date

1983-01-01 00:00:00

pages

699-702

issue

6

eissn

0143-3334

issn

1460-2180

journal_volume

4

pub_type

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