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Theoretical model study of the reactivity of benzo(a)pyrene diol epoxide with the amino groups of the nucleic acid bases
Author(s) -
Lavery Richard,
Pullman Bernard
Publication year - 1979
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.560160119
Subject(s) - guanine , epoxide , chemistry , benzo(a)pyrene , nucleic acid , adduct , pyrene , dna , reactivity (psychology) , diol , stereochemistry , cytosine , carcinogen , biochemistry , organic chemistry , nucleotide , gene , medicine , alternative medicine , pathology , catalysis
A quantum‐mechanical model study, aided by classical potential calculations, of the formation of adducts between the candidate ultimate carcinogen benzo(a)pyrene diol epoxide and the amino groups of guanine, adenine, and cytosine is presented. An explanation for the preferential reactivity of guanine is proposed and conformational aspects of adduct formation are discussed for both nucleosides and B‐DNA.

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