Kinetic resolution of ibuprofen catalyzed by Candida rugosa lipase in ionic liquids

Chirality

Volumn 17, Issue 1, 2005, Pages 16-21

  Hongwei, Yu ^a   Jinchuan, Wu ^b   Bun, Ching Chi ^a  

^a NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

^b INSTITUTE OF CHEMICAL AND ENGINEERING SCIENCES   (Singapore)

Author keywords

Candida rugosa; Ibuprofen; Ionic liquid; Kinetic resolution; Lipase

Indexed keywords

IBUPROFEN; ISOOCTANE; OCTANE; ORGANIC SOLVENT; PROPANOL; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

ARTICLE; CANDIDA RUGOSA; CATALYSIS; DRUG BINDING; DRUG METABOLISM; ENANTIOSELECTIVITY; ENZYME KINETICS; ENZYME MECHANISM; ENZYME STABILITY; ESTERIFICATION; ION TRANSPORT; LIQUID; MATHEMATICAL ANALYSIS; NONHUMAN; PRIORITY JOURNAL; REACTION ANALYSIS; SUBSTITUTION REACTION;

CANDIDA; CATALYSIS; ENZYME STABILITY; IBUPROFEN; KINETICS; LIPASE; STEREOISOMERISM; TEMPERATURE;

EID: 10844255822     PISSN: 08990042     EISSN: None     Source Type: Journal    
DOI: 10.1002/chir.20078     Document Type: Article

References (15)

1. Fukunaga K, Maruoka N, Sugimura Y, Nakao K, Shimizu T. Preparation of the gemini detergent-lipase complexes and their high enzymatic activities in the transesterifications in homogeneous organic solvents. Biotechnol Lett 1998;20:1161-1165.
2. Cardenas F, De Castro MS, Sanchez-Montero JM, Sinisterra JV, Valmaseda M, Elson SW, Alvarez E. Novel microbial lipases: Catalytic activity in reactions in organic media. Enzyme Microb Technol 2001;28:145-154.
3. Gotor V. Lipase and (R)-oxynitrilases: useful tools in organic synthesis. J Biotechnol 2002;96:35-42.
4. Lau MR, Rantwijk FV, Sheldon RA. Lipase-catalyzed reactions in ionic liquids. Org Lett 2000;2:4189-4190.
5. Itoh T, Akasaki E, Nishimura Y. Lipase-catalyzed enantioselective acylation in the ionic liquid solvent system: reaction of enzyme anchored to the solvent. Chem Lett 2001:262-263.
6. Laszlo JA, Compton DL. Chymotrypsin catalysis in imidazolium-based ionic liquids. Biotechnol Bioeng 2001;75:181-186.
7. Schöfer SH, Kaftzik N, Wasserscheid P, Kragl U. Enzyme catalysis in ionic liquids: lipase catalysed kinetic resolution of 1-phenylethanol with improved enantioselectivity. Chem Commun 2001:425-426.
8. Kragl U, Eckstein M, Kafzik N. Enzyme catalysis in ionic liquids. Curr Opin Biotechnol 2002;13:565-571.
9. Nara SJ, Harjani JR, Salunkhe MM. Lipase-catalysed transesterification in ionic liquids and organic solvents: a comparable study. Tetrahedron Lett 2002;43:2979-2982.
10. Olivier-Bourbigou H, Magna L. Ionic liquids: perspectives for organic and catalytic reactions. J Mol Catal A Chem 2001;182/183:419-437.
11. Kim KW, Song B, Choi MY, Kim MJ. Biocatalysis in ionic liquids: markedly enhanced enantioselectivity of lipase. Org Lett 2001;3:1507-1509.
12. Kim MG, Lee SB. Enzymatic resolution of racemic ibuprofen by lipase-catalyzed esterification reaction: effects of water content and solid supports. J Ferment Bioeng 1996:81:269-271.
13. Ducret A, Trani M, Lortie R. Lipase-catalyzed enantioselective esterification of ibuprofen in organic solvents under controlled water activity. Enzyme Microb Technol 1998;22:212-216.
14. Kragl U, Eckstein M, Kaftzik N. Enzyme catalysis in ionic liquids. Curr Opin Biotechnol 2002;13:565-571.
15. Yu HW, Wu JC, Ching CB. Enhanced activity and enantioselectivity of Candida rugosa lipase immobilized on macroporous adsorptive resins for ibuprofen resolution. Biotechnol Lett 2004;26:629-633.