Direct demonstration by 1H N.M.R. spectrometry of the stereoselectivity of yeast glyoxalase I towards the diastereomeric forms of the α-ketoaldehyde-glutathione hemithioacetal

Charles Brown*, Kenneth T. Douglas, J. Ghobt-Sharif

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

Addition of yeast glyoxalase I at pD 4.4 leads to selective disappearance of one of the diastereotopic methine proton signals of the phenylglyoxal- glutathione hemithioacetal, the diastereomer with the lower field signal reacting preferentially with the enzyme, which directly establishes asymmetric binding of the hemithioacetal carbon region as the origin of the stereospecificity of the glyoxalase I reaction to form (S)-D-mandeloyl- glutathione.

Original languageEnglish
Pages (from-to)944-946
Number of pages3
JournalJournal of the Chemical Society, Chemical Communications
Issue number18
DOIs
Publication statusPublished - 1981

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