Enantioselective reductions of ethyl 3-oxobutanoates with fermenting cells or acetone treated cells of Geotrichum candidum gave 3-hydroxyesters with different ee and different predominant configurations depending on reaction conditions. Ethyl 4-bromo-3-oxobutanoate was reduced with APG4 and NADH to give predominantly ethyl (R)-4-bromo-3 hydroxybutanoate while the (S)-configuration was predominant when NADPH was the cofactor. Moreover, when the catalyst was heated before the reaction, the ee was increased indicating that the enzyme giving the (S)-alcohol is more thermolabile than the other.
The enantioselectivity of reduction of ethyl 4-halo-3-oxobutanoate catalyzed by Geotrichum candidum depends on the cofactor
DE ZOTTI, MARTA;
2003
Abstract
Enantioselective reductions of ethyl 3-oxobutanoates with fermenting cells or acetone treated cells of Geotrichum candidum gave 3-hydroxyesters with different ee and different predominant configurations depending on reaction conditions. Ethyl 4-bromo-3-oxobutanoate was reduced with APG4 and NADH to give predominantly ethyl (R)-4-bromo-3 hydroxybutanoate while the (S)-configuration was predominant when NADPH was the cofactor. Moreover, when the catalyst was heated before the reaction, the ee was increased indicating that the enzyme giving the (S)-alcohol is more thermolabile than the other.File in questo prodotto:
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