Large-Scale Preparation of (S)-Ethyl 3-Hydroxybutanoate with a High Enantiomeric Excess through Baker's Yeast-Mediated Bioreduction

概要

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Large-scale preparation of (S)-ethyl 3-hydroxybutanoate (E 3-HB), an important chiral starting material, by baker's yeast-mediated bioreduction of ethyl acetoacetate was investigated. In preliminary studies, we found that the precedure using ethanol as an energy source for the bioreduction, which we developed recently, was better than that using carbohydrate for large-scale preparation, as the cells were inactivated faster with carbohydrate than ethanol. Both the yield and the optical purity of the product were considerably improved by applying the fed-batch operation to the yeast-mediated bioreduction using ethanol as an energy source. In this method, the concentrations of ethyl acetoacetate and ethanol ware maintained during the reaction at less than 1 mM and about 200 mM, respectively. Finally, large-scale preparation of (S)-E3-HB was effectively performed using a bubble-column reactor with 10 l of medium, and the final reaction medium contained 6% (w/w) (S)-E3-HB with >99% enantiomeric excess. Thus, a new scaled-up method based on the use of ethanol as the energy source was devised for baker's yeast-mediated bioreduction.
社団法人日本生物工学会の論文
1993-07-25