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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 

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

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.[1]

References

  1. Activation of dihaloalkanes by glutathione conjugation and formation of DNA adducts. Guengerich, F.P., Peterson, L.A., Cmarik, J.L., Koga, N., Inskeep, P.B. Environ. Health Perspect. (1987) [Pubmed]
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