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- W2067625960 abstract "Time-resolved fluorescence techniques have been employed to compare the DNA association constant of the parent hydrocarbon benzo[a]pyrene versus that of trans-7, 8-dihydroxy-7, 8-dihydrobenzo[a]pyrene. The latter molecule is a highly carcinogenic metabolite derived from benzo[a]pyrene. Solubilization experiments were also carried out to compare the maximum total uptake of benzo[a]pyrene and of the metabolite by DNA. In the solvent system used in the association constant measurements (20% methanol) the association constant for benzo[a]pyrene is 3.0+0.3 × 104 M-1 while that of the more polar proximate carcinogen is 7.5 times lower. The results of the solubilization studies carried out in buffered aqueous medium demonstrate that at a DNA concentration of 5 × 10-4 M in PO-4 the maximum uptake of benzo[a]pyrene into DNA is one molecule per 2.2+0.5 × 103 nucleotide bases. The maximum uptake of the more soluble proximate carcinogen is 4 to 25 times greater than that of the parent hydrocarbon. The present results indicate that metabolism of benzo[a]pyrene leads to the formation of a nonreactive proximate carcinogen which has a lower binding constant than the parent hydrocarbon, but which is better able to diffuse through a polar medium and to accumulate at ultimate biological target sites." @default.
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- W2067625960 date "2009-06-19" @default.
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- W2067625960 title "Time-resolved fluorescence studies of the effects of metabolism on the In Vitro reversible binding and accumulation of benzo[a]pyrene in DNA" @default.
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- W2067625960 doi "https://doi.org/10.1002/qua.560300823" @default.
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