Abstract
An aqueous-organic biphasic system was established and used with whole cells of Oenococcus oeni to reduce 2-octanone to (R)-2-octanol. The conversion reached 99% when the Tris/borate buffer was increased from 50 mM to 300 mM in the aqueous phase. In addition, the conversion increased as the log P value of the organic solvent changed from 0.5 to 6.6. Under optimized conditions, the conversion of (R)-2-octanol reached 99% from 0.5 M 2-octanone with an optical purity of 99% e.e. The biphasic system allows the anti-Prelog reduction of aliphatic and aromatic ketones to furnish (R)-configurated alcohols in high optical purity as well.
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Acknowledgements
Financial supports of the National Natural Science Foundation of China (NSFC) (No. 20376031), the National Key Basic Research and Development Program of China (973 Program) (No. 2003CB716008), the Program for Changjiang Scholars and Innovative Research Team in University (PCSIRT) (No. IRT0532) and Ministry of Education, P.R. China, under the Program for New Century Excellent Talents in University (NCET) are gratefully acknowledged.
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Hu, J., Xu, Y. Anti-Prelog Reduction of Prochiral Carbonyl Compounds by Oenococcus oeni in a Biphasic System. Biotechnol Lett 28, 1115–1119 (2006). https://doi.org/10.1007/s10529-006-9062-2
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DOI: https://doi.org/10.1007/s10529-006-9062-2