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[Cancer Research 60, 4098-4104, August 1, 2000]
© 2000 American Association for Cancer Research

Carcinogenesis

Mutagenesis Induced by a Single 1,N6-Ethenodeoxyadenosine Adduct in Human Cells1

Robert L. Levine, In-Young Yang, Munfarah Hossain, Gagan A. Pandya, Arthur P. Grollman and Masaaki Moriya2

Molecular and Cellular Pharmacology Program [R. L. L.], Molecular and Cellular Biology Program [M. H.], and Laboratory for Chemical Biology, Department of Pharmacological Sciences [I-Y. Y., A. P. G., M. M.], State University of New York at Stony Brook, Stony Brook, New York 11794-8651, and American Health Foundation [G. A. P.], Valhalla, New York 10595

To study the genotoxic properties of 1,N6-ethenodeoxyadenosine ({epsilon}dA) in human cells, a novel site-specific mutagenesis approach was developed, in which a single DNA adduct was uniquely placed in either strand of a shuttle plasmid vector. The analysis of progeny plasmid derived from the modified strand shows that {epsilon}dA, when incorporated into the position of the second A of 5'-CAA (codon 61 of the ras gene), is mutagenic in human cells, inducing A->T, A->G, and A->C mutations. The efficient induction of A->T transversions in experiments using modified double- and single-stranded DNA substrates supports the hypothesis that A:T->T:A transversions in human and animal tumors induced by vinyl compounds reflect misinsertion of dAMP opposite this adduct. Mutagenic events were similar when the adduct was incorporated into either the leading or the lagging strand. {epsilon}dA was more mutagenic than 8-oxodeoxyguanosine, which induced targeted G->T transversions in HeLa cells. In Escherichia coli, {epsilon}dA did not significantly miscode (<0.27%) even in the presence of induced SOS functions.




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