Abstract
2-Phenyl propionic acid, ibuprofen and trans-2-phenyl-1-cyclohexanol were resolved using commercial Rhizomucor miehei lipase (Lipozyme IM20) and Candida rugosa lipase produced in our laboratory immobilised on EP100 polypropylene powder. Important differences were found on the enantioselectivity of both lipases in esterification reactions. Candida rugosa lipase was more enantioselective in the resolution of the tested substrates, especially with trans-2-phenyl-1-cyclohexanol, whereas the lipase from Rhizomucor miehei did not show catalytic activity with this substrate. © Rapid Science Ltd. 1998
Similar content being viewed by others
References
Basavaiah, D. and Rao, P.D. (1994). Tetrahedron: Asymmetry, 5, 223–234.
Carpenter, B.E., Hunt, I.R., and Keay, B.A. (1996). Tetrahedron: Asymmetry, 7–11, 3107–3108.
Chen, C.S., Fujimoto, Y., Girdaukas, G. and Sih, C.J. (1982). J. Am. Chem. Soc., 104, 7294–7299.
García, M., Del Campo, C., Llama, E.F., Sánchez-Montero, J.M., and Sinisterra, J.V. (1993). Tetrahedron, 49, 8433–8440.
Gitlesen, T., Bauer, M. and Adlercreutz, P. (1997). Biochim. Biophys. Acta, 1345, 188–196.
Gordillo, M.A., Sanz, A., Sánchez, A., Valero, F., Montesinos, J.L., Lafuente, J. and Solà, C. (1998). Biotechnol. Bioeng., 60, 156–168.
Kim, M.G. and Lee, S.B. (1996). J. Ferment. Bioeng., 81, 269–271.
López-Belmonte, M.T., Alcántara, A.R., and Sinisterra, J.V. (1997). J. Org. Chem., 62, 1831–1840.
Mustranta, A., (1992). Appl. Microbiol. Biotechnol., 38, 61–66.
Schudok, M. and Kretzschmar, G. (1997). Tetrahedron Lett., 38, 387–388.
Shen, T.Y. (1972). Angew. Chem. Int. Ed. Engl., 11, 460.
Stratman, N.C., Carter, D.B. and Sethy, V.H. (1997). Mol. Brain Res., 50, 107–112.
Tsai, S.W., Lin, J.J., Chang, C.S. and Chen, J.P. (1997). Biotechnol. Prog., 13, 82–88.
Wehtje, E., Kaur, J., Adlercreutz, P., Chand, S. and Mattiasson, B. (1997). Enzyme Microb. Technol., 21, 502–510.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Sánchez, A., Valero, F., Lafuente, J. et al. Enantioselective esterification of 2-arylpropionic acids and trans-2-phenyl-1-cyclohexanol: Comparison between immobilised lipases from Candida rugosa and Rhizomucor miehei. Biotechnology Letters 20, 1145–1148 (1998). https://doi.org/10.1023/A:1005328504095
Issue Date:
DOI: https://doi.org/10.1023/A:1005328504095