(Glutathiomethyl) glyoxal: mirror-image catalysis by glyoxalase I

JW Kozarich, RVJ Chari

Index: Kozarich, John W.; Chari, Ravi V. J. Journal of the American Chemical Society, 1982 , vol. 104, # 9 p. 2655 - 2657

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Citation Number: 6

Abstract

Glyoxalase I [S-lactoylglutathione methylglyoxal-lyase (isomerizing) EC 4.4. 1.5; GX I] catalyzes the conversion of the thiohemiacetal 2 of a-keto aldehyde l and glutathione [N-(NL- ~-glutamyl-L-cysteiny1) glycine; GSH] to the thioester 4 of an a-hydroxy acid and GSH (Scheme I).] The reaction proceeds via a fast-shielded proton transfer with the intermediacy of enediol 3, 2 and the resulting acid has been established as the D i~ omer.~ Recent'H ...