Use of lipases in the resolution of racemic ibuprofen.

Abstract:

:Resolution of (R,S)-ibuprofen enantiomers by esterification in different organic solvents was studied using Candida cylindracea lipase. This enzyme preparation had high enantiospecificity for S(+)-ibuprofen in the esterification reaction of a racemic ibuprofen with primary alcohols. The esterification yields of secondary alcohols were much lower than those of primary alcohols. Esterification with tertiary alcohols was not observed. The synthesis of esters was profoundly affected by the amount of water in the reaction mixture. C. cylindracea lipase was active only in very hydrophobic solvents. The esterification activity of the lipase was reduced significantly by addition of water. The R- and S-enantiomers of ibuprofen were determined without derivatization by HPLC using a chiral column.

authors

Mustranta A

doi

10.1007/BF00169420

subject

Has Abstract

pub_date

1992-10-01 00:00:00

pages

61-6

issue

1

eissn

0175-7598

issn

1432-0614

journal_volume

38

pub_type

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