Anti-prelog reduction of prochiral carbonyl compounds by Oenococcus oeni in a biphasic system.

Biotechnology letters (2006-06-24)
Jian Hu, Yan Xu
RESUMO

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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Sigma-Aldrich
2-Octanone, reagent grade, 98%
Sigma-Aldrich
2-Octanone, ≥98%, FG
Supelco
2-Octanone, analytical standard