Journal of the American Chemical Society p. 4937 - 4941 (1984)
Update date:2022-08-11
Topics:
Rozzel, Jr. David J.
Benner, Steven A.
The stereochemical course of the decarboxylation of acetoacetate catalyzed by the enzyme acetoacetate decarboxylase (AAD) has been studied by using samples of optically active 2-tritioacetoacetate, prepared by enzymatic oxidation of samples of enantiomeric pairs of diastereomeric 2-tritio-3-hydroxybutyrates.A correlation is proposed conneting the stereochemical course of enzymatic decarboxylation (retention or inversion) with the structure of the substrate.Acetoacetate decarboxylase was found to catalyze decarboxylation with net racemization.
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