Anti-prelog reduction of prochiral carbonyl compounds by Oenococcus oeni in a biphasic system.
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.
Hu
Jian
J
Key Laboratory of Industrial Biotechnology of Ministry of Education & School of Biotechnology, Southern Yangtze University, Wuxi, PR China.
Xu
Yan
Y
D019149:Bioreactors; D018929:Cell Culture Techniques / Q000379:methods*; D007659:Ketones / Q000378:metabolism*; D007934:Leuconostoc / Q000145:classification* / Q000378:metabolism*; D000442:Octanols / Q000378:metabolism*; D010084:Oxidation-Reduction; D013045:Species Specificity
D007659:Ketones; D000442:Octanols; C037075:2-octanone