Synthesis and mutagenesis of the butadiene-derived N3 2'-deoxyuridine adducts

PH Fernandes, LC Hackfeld, ID Kozekov…

Index: Fernandes, Priscilla H.; Hackfeld, Linda C.; Kozekov, Ivan D.; Hodge, Richard P.; Lloyd, R. Stephen Chemical Research in Toxicology, 2006 , vol. 19, # 7 p. 968 - 976

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Citation Number: 14

Abstract

1, 3-Butadiene is a known carcinogen and mutagen that acts through a variety of metabolic intermediates that react with DNA, forming stable and unstable lesions on dG, dA, dC, and dT. The N3 2'-deoxyuridine adducts are a highly stable, stereoisomeric mixture of adducts derived from the reaction of cytosine with the monoepoxide metabolite of butadiene, followed by spontaneous deamination. In this study, the phosphoramidites and ...