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Research Article

Carcinogenic epoxides of benzo[a]pyrene and cyclopenta[cd]pyrene induce base substitutions via specific transversions

E Eisenstadt, A J Warren, J Porter, D Atkins, and J H Miller
PNAS March 1, 1982 79 (6) 1945-1949; https://doi.org/10.1073/pnas.79.6.1945
E Eisenstadt
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A J Warren
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J Porter
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D Atkins
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J H Miller
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Abstract

We have determined the spectrum of base-pair substitution mutations induced in the lacI gene of a uvrB- strain of Escherichia coli by two polycyclic aromatic hydrocarbons--(+/-)7 alpha,8 beta-dihydroxy-9 beta,10 beta-epoxy-7,8,9,10 tetrahydrobenzo[a]pyrene (BPDE), and 3,4-epoxycylopenta[cd]pyrene (CPPE). Approximately 10% of all lacI mutations induced by either BPDE or CPPE are nonsense mutations, suggesting that base-pair substitutions are a large fraction of the mutational events induced by these agents in the uvrB- bacteria. Both carcinogens specifically induced the G . C leads to T . A and, to a lesser extent, the A . T leads to T . A transversions. One possible mechanism for transversion induction at G . C sites by BPDE might involve carcinogen binding to the exocyclic amino group of guanine in the template strand followed by a rotation of the modified base around its glycosylic bond from the anti to the syn conformation. This could allow specific pairing of modified bases with an imino tautomer of adenine.

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Carcinogenic epoxides of benzo[a]pyrene and cyclopenta[cd]pyrene induce base substitutions via specific transversions
E Eisenstadt, A J Warren, J Porter, D Atkins, J H Miller
Proceedings of the National Academy of Sciences Mar 1982, 79 (6) 1945-1949; DOI: 10.1073/pnas.79.6.1945

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Carcinogenic epoxides of benzo[a]pyrene and cyclopenta[cd]pyrene induce base substitutions via specific transversions
E Eisenstadt, A J Warren, J Porter, D Atkins, J H Miller
Proceedings of the National Academy of Sciences Mar 1982, 79 (6) 1945-1949; DOI: 10.1073/pnas.79.6.1945
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