Influence of water activity on the enantioselective esterification of (R,S)-Ibuprofen by Candida antarctica lipase B in solventless media

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TypeArticle
Journal titleBiotechnology and Bioengineering
Volume63
Issue4
Pages502505; # of pages: 4
Subjectlipase; Candida antarctica; ibuprofen; water activity; resolution; enantioselectivity; esterification
AbstractThe lipase-catalyzed enantioselective esterification of ibuprofen has been studied in a media, composed only of substrates. When racemic ibuprofen is used, the alcohol-chain length affects the esterification rates of individual enantiomers, but it does not affect the enantioselectivity. Water activity affects the esterification rates of (R)- and (S)-ibuprofen differently, leading to higher enantioselectivity at lower water activities. Experiments were also conducted at various (R)- to (S)-ibuprofen ratios. It appears that the esterification rate of (R)-ibuprofen is always proportional to its concentration, whereas at low water activity the esterification rate of (S)-ibuprofen shows a saturation at higher concentrations. Other 2-phenyl carboxylic acids were studied, and the increase in apparent enantioselectivity at low-water activity was not observed for the molecules tested.
Publication date
Linkhttp://onlinelibrary.wiley.com/doi/10.1002/(SICI)1097-0290(19990520)63:4%3C502::AID-BIT14%3E3.0.CO;2-O/abstract
LanguageEnglish
AffiliationNational Research Council Canada; NRC Biotechnology Research Institute
Peer reviewedNo
NPARC number12328189
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Record identifier5813520c-7bb7-45a9-bbd8-f666594da68b
Record created2009-09-10
Record modified2016-05-09
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