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In vitro metabolism of 1,2-dihaloethanes to ethylene.

作者信息

Livesey J C, Anders M W

出版信息

Drug Metab Dispos. 1979 Jul-Aug;7(4):199-203.

PMID:39719
Abstract

1,2-Dichloroethane (DCE), a solvent and byproduct of the manufacture of polymers, and 1,2-dibromoethane, a soil fumigant, are known to be metabolized by conjugation with glutathione (GSH) to yield mercapturic acid derivatives. An alternate route of metabolism of the GSH conjugate involves beta-elimination of halide ion to form an olefin. In the present study, ethylene production from DCE was measured by gas chromatography in rat tissues as an index of this latter route of metabolism. The rate of enzymic ethylene production was linear over a 1-hr incubation time and from 1 to 8 mg of protein per ml reaction volume. The temperature optimum for ethylene formation from DCE was 55 degrees C and no distinct pH optimum was observed. DCE metabolism was highly dependent on the presence of reduced GSH. Metabolic activity was limited to hepatic and renal cytosolic fractions. The reaction was inhibited only by p-chloromercuribenzoic acid and by diethyl maleate and methyl iodide, which are substrates for GSH S-transferases. (S-(-2-Chloroethyl)-DL-cysteine . HCl, an analog of the conjugate formed from DCE and GSH, was nonenzymically converted to ethylene.

摘要

相似文献

1
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2
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引用本文的文献

1
Evidence for formation of an S-[2-(N7-guanyl)ethyl]glutathione adduct in glutathione-mediated binding of the carcinogen 1,2-dibromoethane to DNA.在谷胱甘肽介导的致癌物1,2 - 二溴乙烷与DNA的结合中形成S-[2-(N7-鸟嘌呤基)乙基]谷胱甘肽加合物的证据。
Proc Natl Acad Sci U S A. 1983 Sep;80(17):5266-70. doi: 10.1073/pnas.80.17.5266.
2
In vivo and in vitro binding of 1,2-dibromoethane and 1,2-dichloroethane to macromolecules in rat and mouse organs.1,2 - 二溴乙烷和1,2 - 二氯乙烷在大鼠和小鼠器官中与大分子的体内及体外结合
J Cancer Res Clin Oncol. 1984;108(2):204-13. doi: 10.1007/BF00402468.
3
In vitro microsome- and cytosol-mediated binding of 1,2-dichloroethane and 1,2-dibromoethane with DNA.
1,2 - 二氯乙烷和1,2 - 二溴乙烷在体外微粒体和胞质溶胶介导下与DNA的结合
Cell Biol Toxicol. 1985 Jan;1(2):45-55. doi: 10.1007/BF00717790.
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Computer-assisted mechanistic structure-activity studies: application to diverse classes of chemical carcinogens.计算机辅助的机理结构-活性研究:应用于各类化学致癌物
Environ Health Perspect. 1985 Sep;61:69-96. doi: 10.1289/ehp.856169.