丁二烯二环氧物谷胱甘肽轭合物的致突变性。
Mutagenicity of a glutathione conjugate of butadiene diepoxide.
机构信息
Department of Biochemistry and Center in Molecular Toxicology, Vanderbilt University School of Medicine, Nashville, Tennessee 37232-0146, USA.
出版信息
Chem Res Toxicol. 2010 Oct 18;23(10):1544-6. doi: 10.1021/tx100304f. Epub 2010 Sep 29.
Abstract
The mutagenicity and carcinogenicity of the important commodity chemical 1,3-butadiene are attributed to the epoxide products. We confirmed our previous work showing that expression of rat glutathione (GSH) transferase 5-5 enhances the mutagenicity of butadiene diepoxide in Salmonella typhimurium TA1535. A GSH-butadiene diepoxide conjugate was isolated and fully characterized by mass spectrometry and nuclear magnetic resonance as S-(2-hydroxy-3,4-epoxybutyl)GSH. The conjugate had a t(½) of 2.6 h (pH 7.4, 37 °C) and was considerably more mutagenic than butadiene diepoxide or monoepoxide in S. typhimurium. We propose that the GSH conjugate may be a major species involved in butadiene genotoxicity, not a detoxication product.
摘要
重要商品化学物质 1,3-丁二烯的致突变性和致癌性归因于环氧化物产物。我们证实了我们之前的工作，表明大鼠谷胱甘肽 (GSH) 转移酶 5-5 的表达增强了沙门氏菌 TA1535 中丁二烯双环氧的致突变性。通过质谱和核磁共振，我们分离并充分表征了 GSH-丁二烯双环氧加合物，它被鉴定为 S-(2-羟基-3,4-环氧丁基)GSH。该加合物的 t(½)为 2.6 小时（pH 7.4，37°C），在沙门氏菌中比丁二烯双环氧或单环氧更具致突变性。我们提出 GSH 加合物可能是丁二烯遗传毒性的主要物质，而不是解毒产物。
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