New Biotechnology 2012-02-15

Asymmetric reduction of a ketone by wet and lyophilized cells of Geotrichum candidum in organic solvents.

Mani Shankar Bhattacharyya, Amit Singh, Uttam Chand Banerjee

Index: New Biotechnology 29(3) , 359-64, (2012)

Full Text: HTML

Abstract

Sixteen organic co-solvents were screened for stereoselective reduction of 1-acetonapthone in aqueous media by whole cells of Geotrichum candidum. Benzyl alcohol was found to be a good co-solvent as it afforded a high coversion and reduced deactivation of the cells. Half-lives of the wet and lyophilized whole cell biocatalysts in pure benzyl alcohol were 23.07 and 11.21 hours, respectively. The initial reaction rates at 30°C were 13.1 and 11.0μmol/min, respectively, for the wet and lyophilized cells. With optimized conditions in a reaction medium containing phosphate buffer and benzyl alcohol (1:1 by vol) with 230mM 1-acetonapthone, more than 98% and 81% conversion (ee >99%) was achieved in 5 hours with the wet and lyophilized cells, respectively. Both the cell preparations showed maximum conversion at 30°C. A thermodynamic characterization revealed that the wet cells were more thermostable than the lyophilized cells. The calculated half-life of the wet cells at pH 7 was 93 hours, whereas that of the lyophilized cells was 71 hours at the same condition.Copyright © 2011 Elsevier B.V. All rights reserved.

Related Compounds

Structure Name/CAS No. Articles
1'-Acetonaphthone Structure 1'-Acetonaphthone
CAS:941-98-0