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

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Kostraby, Margaret M, 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

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.

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Item type Article
URI https://vuir.vu.edu.au/id/eprint/1802
DOI https://doi.org/10.1002/bit.10117
Official URL http://dx.doi.org/10.1002/bit.10117
Subjects Historical > RFCD Classification > 290000 Engineering and Technology
Historical > Faculty/School/Research Centre/Department > School of Engineering and Science
Keywords I-PAC, yeast-mediated acyloin condensation, pyruvate
Citations in Scopus 20 - View on Scopus
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