Summary
The resolution of racemic citronellol and menthol by enzymatically catalyzed transesterification in supercritical carbon dioxide (SC-CO2) was investigated. Different lipases and an esterase in connection with various acylating reagents were employed. While the transesterification of (±)-menthol was reasonably fast and gave high enantiomeric excess, resolution of (±)-citronellol was not feasible.
Similar content being viewed by others
References
Aaltonen, O. and Rantakylä, M. (1991a), Chemtech, 21, 240–248.
Aaltonen, O. and Rantakylä, M. (1991b), Proceedings of the 2nd International Symposium on Supercritical Fluids, McHugh, M.A., ed., Boston, 146–149.
Bertani, G. (1951), J. Bact., 62, 293–300.
Cernia, E., Palocci, C., Gasparrini, F., Misiti, D. and Fagnano, N. (1994), J. Mol. Catal., 89, L11–18.
Chen, C.-S., Fujimoto, Y., Girdaukas, G. and Sih, C.J., (1982), J. Am. Chem. Soc., 104, 7294–7299.
Chulalaksananukul, W., Condoret, J.S. and Combes, D. (1993), Enzyme Microb. Technol., 15, 691–698.
Koshiro, S., Sonomoto, K., Tanaka, A. and Fukui, S. (1985), J. Biotechnol., 2, 47–57.
Langrand, G., Baratti, J., Buono, G. and Triantaphylides, C. (1986), Tetrahedron Lett., 27, 29–32.
Lokotsch, W., Fritsche, K. and Syldatk, C. (1989), Appl. Microbiol. Technol., 31, 467–472.
Martins, J.F., Carvalho, I.B., Sampaio, T.C. and Barreiros, S. (1994), Enzyme Microb. Technol., 16, 785–790.
Marty, A., Chulalaksananukul, W., Condoret, J.S., Willemot, R.M. and Durand, G. (1990), Biotechnol. Lett., 12(1), 11–16.
Marty, A., Combes, D. and Condoret, J.S. (1994), Biotechnol. Bioeng., 43, 497–504.
Miller, D.A., Blanch, H.W. and Prausnitz J.M. (1991), Ind. Eng. Chem. Res., 30, 939–946.
Nakamura, K. (1990), Trends Biotechnol., 8, 288–292.
Poppe, L. and Novak, L. (1992), In: Selective Biocatalysis A Synthetic Approach, VCH, Weinheim, 31.
Stubenrauch, G., Griengl, H., Klempier, N., Faber, K. and Schwab, H. (1995), Patent no. AT-399.886.
Volkin, D.B., Staubli, A., Langer, R. and Klibanov, A.M. (1991), Biotechnol. Bioeng., 37, 843–853.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Michor, H., Marr, R., Gamse, T. et al. Enzymatic catalysis in supercritical carbon dioxide: Comparison of different lipases and a novel esterase. Biotechnol Lett 18, 79–84 (1996). https://doi.org/10.1007/BF00137815
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF00137815