Journal
BIOCATALYSIS AND BIOTRANSFORMATION
Volume 37, Issue 2, Pages 115-123Publisher
TAYLOR & FRANCIS LTD
DOI: 10.1080/10242422.2018.1502274
Keywords
Enzymatic kinetic resolution; Hofmeister effect; salting-out; medium engineering; interfacial enzymes
Funding
- Fundacao de Amparo a Pesquisa do Estado de Sao Paulo (FAPESP) [2009/00617-2]
- Conselho Nacional de Pesquisa (CNPq) [487012/2012-7]
- Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior (CAPES)
- Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior and Organization of American States cooperation program (CAPES-OEA)
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Porcine pancreas lipase (PPL) resolution of the alpha-methyl group of racemic methyl 2-methyl-4-oxopentanoate, a valuable synthetic precursor of fragrances and marine natural products, was enhanced by salt modulation of the enzymatic hydrolysis. For the enantioselective hydrolysis of the title ester, PPL was selected from a series of esterases and lipases, and its enantioselectivity was evaluated by changing the reaction medium parameters. The use of 1.6 mol L-1 sodium sulfate in phosphate buffer (pH 7.2) improved the enantioselectivity allowing the formation of methyl (2R)-(+)-2-methyl-4-oxopentanoate and (2S)-(-)-2-methyl-4-oxopentanoic acid with an enantiomeric excess of >99% and 71%, respectively. The study showed that a modulation of PPL enantioselectivity could be achieved by using kosmotropic salts in the reaction media. The present method consists of a practical and low-cost option to improve enzymatic kinetic resolution reactions.
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