Summary
Candida cylindraceae lipase was immobilized by adsorption to various hydrophilic and hydrophobic supports and studied with respect to the esterification rates of a primary and a secondary alcohol, respectively, in organic media. The reaction rates were compared with the rate of esterification with “free lipase”. When the secondary alcohol, (R, S)-1-phenylethanol, was used the highest reaction rates were measured for lipase adsorbed to the hydrophobic supports. When the primary alcohol, heptanol, was used “free lipase” exhibited the highest reaction rate. A kinetic explantation of these results is proposed.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Cambou B, Klibanov AM (1984) Preparative production of optically active esters and alcohols using esterase-catalyzed stereospecific transesterification in organic media. J Am Chem Soc 106:2687–2697
Deleuze H, Langrand, Millet H, Baratti J, Buono G, Triantaphylides C (1987) Lipase catalyzed reactions in organic media: competition and applications. Biochim Biophys Acta 911:117–120
Goderis HL, Ampe G, Feyten MP, Fouwe BL, Guffens WM, Van Cauwenberg SM, Tobback PP (1987) Lipase-catalyzed ester exchange reactions in organic media with controlled humidity. Biotechnol Bioeng Lett 30:258–266
Koshiro S, Sonomoto K, Tanaka A, Fukui S (1985) Stereoselective esterification of dl-menthol by polyurethane-entrapped lipase in organic media. J Biotechnol 2:47–57
Kruse K, Franke W, König WA (1979) GC separation of chiral alcohols, amino alcohols and amines. J Chromatog 170:423–429
Laane C, Boeren S, Vos K, Veeger C (1987) Rules for optimization of biocatalysis in organic media. Biotechnol Bioeng 30:81–87
Langrand G (1986) Reactions catalysees par le lipases en emulsion et en milieu organique. Competition et resolution. Application a la separation de (-)menthol. These de docteur-ès-sciences. Universite de Droit, d'economie et des sciences d'Aix-Marseille
Macrae AR (1983) Lipase-catalyzed interesterification of oils and fats. J Am Org Chem Soc 60:291–294
Margolin AL, Klibanov AM (1987) Peptide synthesis catalyzed by lipases in anhydrous organic solvents. J Am Chem Soc 109:3802–3804
Marlot C, Langrand G, Triantaphylides C, Baratti J (1985) Ester synthesis in organic media by lipases immobilized on hydrophilic supports. Biotechnol Lett 7:647–650
Matos JR, Blair West JB, Wong C (1987) Lipase catalyzed synthesis of pepides: Preparation of a penicillin G precursor and other peptides. Biotechnol Lett 9:233–236
Mattson FH, Volpenhein RA (1969) Relative rates of hydrolysis by rat pancreatic lipase of esters of C2-C18 fatty acids with C1-C18 primary n-alcohols. J Lipid Research 10:271–276
Nishio T, Takahashi K, Yoshimoto T, Kodera Y, Saito Y, Inada Y (1987) Terpene alcohol synthesis by polyethylene glycole-modified lipase in benzene. Biotechnol Lett 9:187–190
Nomeclature Committee of the International Union of Biochemistry (1984) Enzyme Nomenclature:272–273
Wisdom RA, Dunhill P, Lilly MD (1987) Enzymic interesterification of fats: Laboratory and pilot-scale studies with immobilized lipase from Rhizopus arrhizus. Biotechnol Bioeng 29:1081–1096
Yokozeki K, Yamanaka S, Takinami K, Hirose Y, Tanaka A, Sonomoto K, Fukui S (1982) Application of immobilized lipase to regio-specific interesterification of triglyceride in organic solvent. European J Appl Microbiol Biotechnol 14:1–5
Zaks A, Klibanov A (1985) Enzyme-catalyzed processes in organic solvents. Proc Natl Acad Sci USA 82:3192–3196
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Norin, M., Boutelje, J., Holmberg, E. et al. Lipase immobilized by adsorption. Appl Microbiol Biotechnol 28, 527–530 (1988). https://doi.org/10.1007/BF00250406
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF00250406