Literature DB >> 6825087

Metabolism of trichloroethylene in isolated hepatocytes, microsomes, and reconstituted enzyme systems containing cytochrome P-450.

R E Miller, F P Guengerich.   

Abstract

The metabolism of the suspected carcinogen trichloroethylene (TCE) was studied in in vitro systems involving purified rat liver cytochrome P-450; rat, human, and mouse liver microsomes; rat lung microsomes; and isolated rat and mouse hepatocytes. The studies support the view that metabolism of TCE proceeds through formation of a complex with oxygenated cytochrome P-450 which, by rearrangement, can lead to: (a) suicidal heme destruction; (b) formation of chloral, which can be either reduced to trichloroethanol and conjugated to form a glucuronide or oxidized to trichloroacetic acid; (c) formation of TCE oxide, which decomposes to carbon monoxide and glyoxylate; and (d) metabolites which bind irreversibly to protein, DNA, and RNA. Studies with microsomes and reconstituted enzyme systems suggest that the contributions of the four major pathways described above vary depending upon the isozymes of cytochrome P-450 involved and that these pathways cannot be strictly correlated. Conjugation of products with glutathione does not appear to play a major role in TCE metabolism. Treatment of rats and mice with phenobarbital resulted in a number of alterations in metabolism which were more pronounced in the isolated hepatocyte system than in fortified microsomal incubations. In several cases where hepatocytes were used, the bulk of the metabolites which became irreversibly bound to DNA and protein could be trapped outside of the cells by including such macromolecules in the system, implying that metabolites which bind irreversibly must possess a reasonable degree of chemical stability. The results suggest that TCE oxide is not the TCE metabolite responsible for irreversible binding to protein and DNA. The levels of protein adducts and particularly DNA adducts formed were substantially higher in isolated C57BL/6 x C3H F1 mouse hepatocytes than in isolated Osborne-Mendel rat hepatocytes, and these results may help to explain species differences previously reported in carcinogen bioassays.

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Year:  1983        PMID: 6825087

Source DB:  PubMed          Journal:  Cancer Res        ISSN: 0008-5472            Impact factor:   12.701


  30 in total

1.  Lipid peroxidation induced by trichloroethylene in rat liver.

Authors:  K Ogino; T Hobara; H Kobayashi; H Ishiyama; M Gotoh; A Imamura; N Egami
Journal:  Bull Environ Contam Toxicol       Date:  1991-03       Impact factor: 2.151

2.  Influence of endogenous and exogenous electron donors and trichloroethylene oxidation toxicity on trichloroethylene oxidation by methanotrophic cultures from a groundwater aquifer.

Authors:  S M Henry; D Grbić-Galić
Journal:  Appl Environ Microbiol       Date:  1991-01       Impact factor: 4.792

3.  Diversity of oxygenase genes from methane- and ammonia-oxidizing bacteria in the Eastern Snake River Plain aquifer.

Authors:  Daniel P Erwin; Issac K Erickson; Mark E Delwiche; Frederick S Colwell; Janice L Strap; Ronald L Crawford
Journal:  Appl Environ Microbiol       Date:  2005-04       Impact factor: 4.792

4.  Toxicity of Trichloroethylene to Pseudomonas putida F1 Is Mediated by Toluene Dioxygenase.

Authors:  L P Wackett; S R Householder
Journal:  Appl Environ Microbiol       Date:  1989-10       Impact factor: 4.792

Review 5.  Methanotrophic bacteria.

Authors:  R S Hanson; T E Hanson
Journal:  Microbiol Rev       Date:  1996-06

6.  Developmental toxicity of trichloroethylene, tetrachloroethylene and four of their metabolites in rat whole embryo culture.

Authors:  A M Saillenfait; I Langonné; J P Sabaté
Journal:  Arch Toxicol       Date:  1995       Impact factor: 5.153

7.  Immunohistochemical study of epoxide hydrolase induced by trichloroethylene in rat liver.

Authors:  T Kawamoto; T Hobara; K Ogino; T Takemoto; K Nakamura; A Imamura; A Koshiro; H Kobayashi; S Iwamoto; T Sakai
Journal:  Bull Environ Contam Toxicol       Date:  1987-10       Impact factor: 2.151

8.  Biodegradation of trichloroethylene by Methylosinus trichosporium OB3b.

Authors:  H C Tsien; G A Brusseau; R S Hanson; L P Waclett
Journal:  Appl Environ Microbiol       Date:  1989-12       Impact factor: 4.792

Review 9.  Trichloroethylene biotransformation and its role in mutagenicity, carcinogenicity and target organ toxicity.

Authors:  Lawrence H Lash; Weihsueh A Chiu; Kathryn Z Guyton; Ivan Rusyn
Journal:  Mutat Res Rev Mutat Res       Date:  2014 Oct-Dec       Impact factor: 5.657

10.  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

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