A comparison of the DNA intercalative binding of bay versus K region metabolites of benzo[a]pyrene.
Prog Clin Biol Res
; 172A: 217-25, 1985.
Article
en En
| MEDLINE
| ID: mdl-4039443
ABSTRACT
The DNA intercalating properties of trans-7,8-dihydroxy-7,8-dihydrobenzo[a]pyrene (1) and of trans-4,5-dihydroxy-4,5-dihydrobenzo[a]pyrene (2) have been compared in UV absorption and in fluorescence emission and fluorescence lifetime studies. Molecules 1 and 2 represent steric models of the two epoxide containing metabolites of benzo[a]pyrene, trans-7,8-dihydroxy-anti-9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene (BPDE) and benzo[a]pyrene-4,5-oxide. The former of these metabolites is a highly carcinogenic bay region metabolite, the latter is a much less carcinogenic K region metabolite. The association constant for intercalation for model 1 is 5,226 M-1. This is more than 2.7 times greater than that for molecule 2. These results taken together with results form previous studies of bay and K region metabolite models of benz[a]anthracene suggest that intercalation is important to the overall carcinogenic activity of polycyclic aromatic hydrocarbons.
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Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Benzo(a)pireno
/
Dihidroxidihidrobenzopirenos
/
ADN
Idioma:
En
Revista:
Prog Clin Biol Res
Año:
1985
Tipo del documento:
Article