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National Institute of Environmental Health Sciences

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Your Environment. Your Health.

Publication Detail

Title: Activation of dihaloalkanes by glutathione conjugation and formation of DNA adducts.

Authors: Guengerich, F P; Peterson, L A; Cmarik, J L; Koga, N; Inskeep, P B

Published In Environ Health Perspect, (1987 Dec)

Abstract: Ethylene dibromide (1,2-dibromoethane, EDB) can be activated to electrophilic species by either oxidative metabolism or conjugation with glutathione. Although conjugation is generally a route of detoxication, in this case it leads to genetic damage. The major DNA adduct has been identified as S-[2-(N7-guanyl)ethyl]glutathione, which is believed to arise via half-mustard and episulfonium ion intermediates. The adduct has a half-life of about 70 to 100 hr and does not appear to migrate to other DNA sites. Glutathione-dependent DNA damage by EDB was also demonstrated in human hepatocyte preparations. The possible relevance of this DNA adduct to genetic damage is discussed.

PubMed ID: 3329096 Exiting the NIEHS site

MeSH Terms: Animals; Carcinogens; DNA Damage*; DNA/metabolism*; Ethylene Dibromide/metabolism*; Ethylene Dibromide/toxicity; Glutathione/metabolism*; Humans; Hydrocarbons, Brominated/metabolism*; Hydrocarbons, Halogenated/metabolism; Hydrocarbons, Halogenated/toxicity; In Vitro Techniques; Liver/drug effects; Liver/metabolism; Risk

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