Deuterium isotope effect in bioactivation and hepatotoxicity of chloroform☆
References (29)
- et al.
Exp. Mol Pathol.
(1973) - et al.
Exp. Mol. Pathol.
(1976) - et al.
Life Sci.
(1977) - et al.
Biochem. Biophys. Res. Commun.
(1977) - et al.
Biochem. Biophys. Res. Commun.
(1977) - et al.
Biochem. Pharmacol.
(1978) - et al.
Biochem. Pharmacol.
(1978) - et al.
Anesthesiology
(1974) - et al.
Arch. Toxicol.
(1975) - et al.
Bull. Chem. Soc. Japan
Canad. J. Biochem. Physiol.
Ann. Rev. Pharmacol.
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Halogenated Hydrocarbons
2010, Comprehensive Toxicology, Second EditionFilling and mining the reactive metabolite target protein database
2009, Chemico-Biological InteractionsCitation Excerpt :Such hypotheses were often reinforced by substituent and/or kinetic isotope effect studies showing that chemical manipulations altered the biology in a parallel fashion. As early examples, the observations that deuterochloroform (CDCl3) is significantly less toxic than chloroform (CHCl3) [17], and that “methylchloroform” (1,1,1-trichloroethane) is essentially non-toxic [18], both point to a role for C–H bond breaking in the bioactivation of chloroform. Today we understand that this occurs by enzymatic hydroxylation to the highly unstable intermediate HOCCl3, followed by non-enzymatic solvolysis to form HCl and phosgene (Cl2CO), a highly reactive cross-linking reagent [19].
Effects of singly administered betaine on hepatotoxicity of chloroform in mice
1998, Food and Chemical ToxicologyChloroform-induced cytolethality in freshly isolated male B6C3F<inf>1</inf> mouse and F-344 rat hepatocytes
1998, Toxicology and Applied PharmacologyGas uptake studies of deuterium isotope effects on dichloromethane metabolism in female b6c3f1 mice in vivo
1994, Toxicology and Applied PharmacologySister-chromatid exchanges induced by trihalomethanes in rat erythroblastic cells and their suppression by crude catechin extracted from green tea
1993, Mutation Research/Genetic Toxicology
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A preliminary account of this work was presented at the 17th Annual Meeting of the Society of Toxicology in San Francisco, Ca., March 12–16, 1978.