S-(2-hydroxy-3,4-epoxybutyl)GSH (DEB-GSH) is formed from the reaction of 1,2,3,4-diepoxybutane (DEB) with GSH, and the conjugate is more mutagenic than other butadiene-derived epoxides (Chem. Res. Toxicol. 23, 1544 (2010)). We previously identified six DNA adducts in the reaction of DEB-GSH conjugate with nucleosides and calf thymus DNA and two DNA adducts in livers of mice and rats treated with DEB (Chem. Res. Toxicol. in press). For characterization of the mechanism of GST-enhanced mutagenicity of DEB, comparison of mutation spectra in rpoB gene was performed under the following conditions: 1,3-butadiene (� mouse liver microsomes � GST), butadiene monoepoxide (BME) (� GST), and DEB-GSH conjugate. The spectra of mutations derived from the DEB-GSH conjugate, DEB + GST, and 1,3-butadiene + mouse liver microsomes + GST were quit different from those derived from the other systems and matched each other but not the other systems. Our results demonstrate the significance of the GSH adducts.

Mutation spectra of <i>S</i>-(2-hydroxy-3,4-epoxybutyl)GSH: comparison with 1,3-butadiene and its metabolites in the <i>Escherichia coli rpoB</i> gene

244th National Meeting (2012)

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Mutation spectra of S-(2-hydroxy-3,4-epoxybutyl)GSH: comparison with 1,3-butadiene and its metabolites in the Escherichia coli rpoB gene