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Kinetic Resolution of Profens by Enantioselective Esterification Catalyzed by Candida antarctica and Candida rugosa Lipases
Author(s) -
Sikora Adam,
Siódmiak Tomasz,
Marszałł Michał Piotr
Publication year - 2014
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.22362
Subject(s) - candida rugosa , chemistry , candida antarctica , kinetic resolution , enantiomer , catalysis , chirality (physics) , moiety , enantioselective synthesis , lipase , organic chemistry , stereochemistry , enzyme , chiral symmetry breaking , physics , quantum mechanics , quark , nambu–jona lasinio model
Profens (2‐arylpropionic acids) are known as one of the major nonsteroidal antiinflammatory drugs (NSAIDs) used in the treatment of inflammation associated with tissue injury. The inflammatory activity of profens is mainly due to their ( S )‐enantiomer, whereas they are commercially available not only as pure enantiomers, but as racemates as well. There are several methods widely used in order to obtain enantiomerically pure compounds, however, the kinetic resolution with the application of lipases as biocatalysts may have an added advantage in the production of optically pure active pharmaceutical ingredients, such as milder reaction conditions, reduced energy requirements, and production costs. The aim of this study was to compare the results described in the literature in the case of the influence of reaction medium, alcohol moiety, and reaction temperature on the catalytic activity of lipases from Candida antarctica and Candida rugosa. Chirality 26:663–669, 2014 . © 2014 Wiley Periodicals, Inc.