Enzymatic resolution of racemic ibuprofen by lipase-catalyzed esterification reaction: Effects of water content and solid supports

Journal of Fermentation and Bioengineering

Volumn 81, Issue 3, 1996, Pages 269-271

  Kim, Min Gon ^a   Lee, Sun Bok ^a  

^a Pohang University of Science and Technology (POSTECH)   (South Korea)

Author keywords

esterification; lipase; organic solvent; S ibuprofen; solid support

Indexed keywords

IBUPROFEN; TRIACYLGLYCEROL LIPASE;

ARTICLE; CANDIDA; ENANTIOMER; ENZYME ACTIVITY; ESTERIFICATION; FERMENTATION; NONHUMAN; WATER CONTENT;

EID: 0004306654     PISSN: 0922338X     EISSN: None     Source Type: Journal    
DOI: 10.1016/0922-338X(96)82221-5     Document Type: Article

References (10)

1. Crosby, J.: Chirality in industry-an overview, p. 1. In Collins, A.N., Sheldrake, G.N., and Crosby, J. (ed.). John Wiley, Chichester (1992).
2. Lee, W. H., Klm, K.-J., Kim, M. G., and Lee, S. B.: Enzymatic resolution of racemic ibuprofen esters: effect of organic cosolvents and temperature. J. Ferment. Bioeng., 80, 613-615 (1995).
3. Mustranta, A.: Use of lipases in the resolution of racemic ibuprofen. Appl. Microbiol. Biotechnol., 38, 61-66 (1992).
4. Palomer, A., Cabrer, M., Ginesta, J., Mauleon, D., and Carganico, G.: Resolution of rac-ketoprofen esters by enzymatic reactions in organic media. Chirality, 5, 320-328 (1993).
5. Hedstrom, G., Backlund, M., and Slotte, J. P.: Enantioselective synthesis of ibuprofen esters in AOT/isooctane microemulsions by Candida cylindracea lipase. Biotechnol. Bioeng., 42, 618-624 (1993).
6. Tsai, S.-W. and Wei, H.-J.: Enantioselective esteriflcation of racemic naproxen by upases in organic solvent. Enzyme Microb. Technol., 16, 328-333 (1994).
7. Chen, C.-S., Fujimoto, Y., Girdaukas, G., and Sih, C.J.: Quantitative analyses of biochemical kinetic resolutions of enantiomers. J. Am. Chem. Soc., 104, 7294-7299 (1982).
8. Kvittingen, L., Sjursners, B., Anthonsen, T., and Hailing, P.: Use of salt hydrates to buffer optimal water level during lipase catalyzed synthesis in organic media: a practical procedure for organic chemists. Tetrahedron, 48, 2793-2802 (1992).
9. Kuhl, P. and Hailing, P. J.: Salt hydrates buffer water activity during chymotrypsin-catalyzed peptide synthesis. Biochim. Biophys. Acta, 1078, 326-328 (1991).
10. Rekker, R. F. and de Kort, H. M.: The hydrophobic fragmental constant; an extension to a 1000 data point set. Eur. J. Med. Chem., 14, 479-488 (1979).