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Yeast-mediated preparation of I-PAC in an organic solvent

Kostraby, Margaret M and Smallridge, Andrew John and Trewhella, Maurice Arthur (2002) Yeast-mediated preparation of I-PAC in an organic solvent. Biotechnology and Bioengineering, 77 (7). pp. 827-831. ISSN 0006-3592

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Abstract

The yeast-mediated acyloin condensation of benzaldehyde and pyruvic acid to form l-PAC occurs in a petroleum spirit solvent system at room temperature with moderate conversion (30%) and high enantioselectivity (86%ee) after 24 h. The addition of a small amount of ethanol (0.5% mL) to the reaction mixture inhibits the formation of the side product benzyl alcohol and increases the conversion to l-PAC. Conducting the reaction using 13C-labeled pyruvate indicated that the pyruvate was incorporated into the l-PAC and that the excess pyruvate was converted into ethanol. Conducting the reaction at 5°C results in similar conversion but higher enantioselectivity.

Item Type: Article
Uncontrolled Keywords: I-PAC, yeast-mediated acyloin condensation, pyruvate
Subjects: RFCD Classification > 290000 Engineering and Technology
Faculty/School/Research Centre/Department > School of Engineering and Science
Depositing User: Ms Phung T Tran
Date Deposited: 25 Feb 2009 11:16
Last Modified: 04 Jul 2011 05:16
URI: http://vuir.vu.edu.au/id/eprint/1802
DOI: /10.1002/bit.10117
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Citations in Scopus: 14 - View on Scopus

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