The aim of this study was to generate and identify a novel benzo[a]pyrene (
BP)-derived DNA adduct found both in vitro and in vivo, To date, the majori
ty of studies have focused on N-2-[10 beta (7 beta ,8a,9a-trihydroxy-7,8,9,
10-tetrahydrobenzo[a]pyrene)yl]-deoxyguanosine (anti-BPDE-dG), the major ad
duct generated following bioactivation of BP, However, a second adduct is a
lso formed following bioactivation of BP which has been speculated to resul
t from further metabolism of 9-OH-BP, In order to identify this second reac
tion pathway, the ultimate DNA binding species, and the DNA base involved,
we have synthesized and characterized a dG-derived DNA adduct arising from
further bioactivation of 9-OH-BP in the presence of rat liver microsomes, A
nalysis of the adducted nucleotides was conducted using both the P-32-postl
abeling assay and capillary electrophoresis-mass spectrometry (CE-MS), (C)
2001 Academic Press.