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. 1987 Dec;76:15–18. doi: 10.1289/ehp.877615

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

F P Guengerich 1, L A Peterson 1, J L Cmarik 1, N Koga 1, P B Inskeep 1
PMCID: PMC1474475  PMID: 3329096

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.

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17FIGURE 3.
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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

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