Literature DB >> 39719

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

J C Livesey, M W Anders.   

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.

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Year:  1979        PMID: 39719

Source DB:  PubMed          Journal:  Drug Metab Dispos        ISSN: 0090-9556            Impact factor:   3.922


  4 in total

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.

Authors:  N Ozawa; F P Guengerich
Journal:  Proc Natl Acad Sci U S A       Date:  1983-09       Impact factor: 11.205

2.  In vitro microsome- and cytosol-mediated binding of 1,2-dichloroethane and 1,2-dibromoethane with DNA.

Authors:  A Colacci; M Mazzullo; G Arfellini; G Prodi; S Grilli
Journal:  Cell Biol Toxicol       Date:  1985-01       Impact factor: 6.691

3.  In vivo and in vitro binding of 1,2-dibromoethane and 1,2-dichloroethane to macromolecules in rat and mouse organs.

Authors:  G Arfellini; S Bartoli; A Colacci; M Mazzullo; M C Galli; G Prodi; S Grilli
Journal:  J Cancer Res Clin Oncol       Date:  1984       Impact factor: 4.553

Review 4.  Computer-assisted mechanistic structure-activity studies: application to diverse classes of chemical carcinogens.

Authors:  G H Loew; M Poulsen; E Kirkjian; J Ferrell; B S Sudhindra; M Rebagliati
Journal:  Environ Health Perspect       Date:  1985-09       Impact factor: 9.031

  4 in total

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