Glutathionyl transferase catalyzed addition of glutathione to COMC: a new hypothesis for antitumor activity |
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Authors: | Hamilton Diana S Ding Zhebo Ganem Bruce Creighton Donald J |
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Affiliation: | Department of Chemistry and Biochemistry, University of Maryland, Baltimore County, Baltimore, Maryland 21228, USA. |
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Abstract: | [reaction: see text] Data are presented indicating that the potent antitumor activity of 2-crotonyloxymethyl-(4R,5R,6R)-4,5,6-trihydroxy-2-cyclohexenone (COTC) and 2-crotonyloxymethyl-2-cyclohexenone (COMC) is not likely the result of glyoxalase I inhibition, as has long been assumed. An alternative hypothesis is presented, based on the finding that COMC is a substrate for human glutathionyl transferase, which produces a transient, highly electrophilic glutathionylated 2-exomethylenecyclohexanone that can covalently modify proteins and nucleic acids. |
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