Kinetic and enantioselective behavior of the lipase from Candida cylindracea: A comparative study between the soluble enzyme and the enzyme immobilized on agarose and silica gels

Enzyme and Microbial Technology

Volumn 18, Issue 7, 1996, Pages 468-476

  Sánchez, Eva M ^a   Bello, J Felipe ^a   Roig, Manuel G ^a   Burguillo, Francisco J ^a   Moreno, José M ^b   Sinisterra, José V ^b  

^a UNIVERSITY OF SALAMANCA   (Spain)

^b UNIVERSIDAD COMPLUTENSE DE MADRID   (Spain)

Author keywords

Candida cylindracea; Enantiomeric excess; Enzyme immobilization; Enzyme kinetics; Lipases

Indexed keywords

CALCIUM; DERIVATIVES; ENZYME IMMOBILIZATION; ENZYME KINETICS; FUNGI; SILICA GEL; SODIUM; SUGARS;

AGAROSE; CUBIC SPLINES METHOD; ENANTIOMERIC EXCESS; LIPASES; MICHAELIS-MENTEN BEHAVIOR; NITROPHENYL ACETATE; RIGIDIFICATION; TOSYLATION; TRIBUTYRINE; TRICHLOROTIAZINE;

ENZYMES;

ACETIC ACID; AGAROSE; CALCIUM ION; SILICA GEL; SODIUM ION; TRIACYLGLYCEROL LIPASE;

ARTICLE; CANDIDA; COMPARATIVE STUDY; ENANTIOMER; ENZYME IMMOBILIZATION; MICHAELIS MENTEN KINETICS; NONHUMAN;

CANDIDA; CANDIDA CYLINDRACEA; FELIS CATUS; FUNGI;

EID: 0030152551     PISSN: 01410229     EISSN: None     Source Type: Journal    
DOI: 10.1016/0141-0229(95)00133-6     Document Type: Article

References (37)

1. Kazlaukas, R. J. Biocatalyst - becoming predictable and selective. TIBTECH 1993: 11, 439-440
2. Faber, K. and Franssen, M. C. R. Prospects for the increased application of biocatalysis in organic transformations. TlBTECH 1993, 11, 461-470
3. Benzonana, G. and Esposito, S. On the positional and chain specifities of Candida cylindracea lipase. Biochim. Biophys. Acta 1971, 231, 15-22
4. Deleuze, H., Langrand, G., Millet, H., Baratti, J., Buono, G. and Triantaphylides, C. Lipase catalyzed reactions in organic media: competition and applications. Biochim. Biophys. Acta 1987, 911, 117-120
5. Ballesteros, A., Bernahe, M., Cruzado, C., Martin-Lomas, M. and Otero, C. Regioselective deacylation of 1,6-anhydro-beta-D-galactopyranose derivatives catalyzed by soluble and immobilized lipases. Tetrahedron 1989, 45, 7077-7082
6. Otero, C., Pastor, E., Fernandez, V. M. and Ballesteros, A. Influence of the support on the reaction course of tributyrine hydrolysis catalyzed by soluble and immobilized lipases. Appl. Biochem. Biotechnol. 1990, 23, 237-247
7. Otero, C., Pastor, E. and Ballesteros, A. Synthesis of monobutyryl-glycerol by transesterification with soluble and immobilizaed lipases. Appl. Biochem. Biotechnol. 1990, 26, 35-44
8. Carta, G., Gainer, J. L. and Benton, A. H. Enzymatic synthesis of esters using an immobilized lipase. Biotech. Bioeng. 1991, 37, 1004-1009
9. Monot, F., Borzeis, F., Bardin, M. and Vandecasteele, J. P. Enzymatic esterification in organic media: Role of water and organic solvent in kinetics and yield of butyl butyrate synthesis. Appl. Microbiol. Biotechnol. 1991, 35, 759-765
10. Goldberg, M., Thomas, D. and Legoy, M. D. The control of lipase-catalyzed transesterification and esterification reactions rates. Effects of substrate polarity, water activity and water molecules on enzyme activity. Eur. J. Biochem. 1990, 190, 603-609
11. Nakamura, K., Kinoshita, M. and Ohno, A. Effect of solvent on lipase-catalyzed transesterification in organic media. Tetrahedron 1994, 50, 4681-1690
12. Miller, D. A., Prausnitz, J. M. and Blanch, H. W. Kinetics of lipase-catalyzed interesterification of triglicerydes on cyclohexane. Enzyme Microb. Technol. 1991, 13, 98-103
13. Reyes, H. R. and Hill, C. G., Jr. Kinetic modeling of interesterification reactions catalyzed by immobilized lipase. Biotech. Bioeng. 1994, 43, 171-182
14. Malcata, F. X., Reyes, H. R., Garcia, H. S., Hill, C. G., Jr. and Amundson, C. H. Immobilized lipase reactors for modifications of fats and oils - A review. J. Am. Oil. Chem. Soc. 1990, 67, 890-910
15. Chen, C. S. and Sih, C. J. General aspects and optimization of enantioselective biocatalysis in organic solvents: The use of lipases, Agnew. Chem. Int. Ed. Engl. 1989, 28, 695-707
16. Parida, S. and Dordick, J. S. Substrate structure and solvent hydrophobicity control lipase catalysis and enantioselectivity in organic-media. J. Am. Chem. Soc. 1991, 113, 2253-2259
17. Mustranta, A. Use of lipase in the resolution of racemic ibuprofen. Appl. Microbiol. Biotechnol. 1992, 38, 61-66.
18. Chen, P. Y., Wu, S. H. and Wang, K. T. Double enantioselective esterification of racemic acids and alcohols by lipase of Candida cylindracea. Biotech. Lett. 1993, 15, 181-184
19. Malcata, F. X., Reyes, H. R., Garcia, H. S., Hill, C. G., Jr. and Amundson, C. H. Kinetics and mechanisms of reactions catalyzed by immobilized lipases. Enzyme Microb. Technol. 1992, 14, 426-446
20. Otero, C., Ballesteros, A. and Guisan, J. M. Immobilization-stabilization of lipase from Candida rugosa. Appl. Biochem. Biotech. 1988, 19, 163-175
21. Stark, M.-B. and Holmberg K. Covalent immobilization of lipase in organic solvents. Biotech. Bioeng. 1989, 34, 942-950
22. Shaw, J. F., Chang, R. C., Wang, F. F. and Wang, Y. J. Lipolytic activities of a lipase immobilized on six selected supporting materials. Biotech. Bioeng. 1990, 35, 132-137
23. Arroyo, M., Moreno, J. M. and Sinisterra, J. V. Immobilitation/ stabilization on different hydroxylic supports of lipase from Candida rugosa. J. Mol. Catal. 1993, 83, 261-271
24. Moreno, J. M., Arroyo, M. and Sinisterra, J. V. Stabilisation of lipase of Candida rugosa by covalent immobilisation. In: Stability and Stabilization of Enzymes (van den Twell, W. J. J., Harder, A. and Buitelaar, R. M., eds.). Elsevier Science Publishers B. V., Amsterdam, 1993, 391-398
25. Malcata, F. X., Hill, C. G., Jr. and Amundson, C. H. Use of lipase immobilized in a membrane reactor to hydrolyze the glycerides of butteroil. Biotech. Bioeng. 1991, 38, 853-868
26. Malcata, F. X., Hill, C. G., Jr. and Amundson, C. H. Hydrolysis of butteroil by immobilized lipase using a hollow-fiber reactor: Part I. Uniresponse kinetic studies. Biotech. Bioeng. 1992, 39, 984-1001
27. Alcantara, A., Ballesteros, A. and Sinisterra, J. V. New methodology for tosylation of hydroxylilc supports as exemplified by the immobilization of microbial endonuclease on agarose. Appl. Biochem. Biotech. 1990, 26, 297-310
28. Sanchez-Montero, J. M., Ballesteros, A. and Sinisterra, J. V., Spanish patent No. 8803769, 1988
29. Moreno, J. M., Ph.D. thesis. Utilización de nuevos derivados inmovilizados de lipasa de Candida cylindracea en la obtenión de S(+) antiinflamatorios no esteroídicos. University of Madrid, Spain, 1994
30. Wong, J. T-F. Graphical methods. In: Kinetics of Enzyme Mechanisms. Academic Press, London, 1975, 27-38
31. Bardsley, W. G. SIMFIT release 3.2 (1992). Department of Obstetric and Gynaecology at St. Mary's Hospital, University of Manchester, Manchester, UK
32. Moran, A., Burguillo, F. J., Lopez, M. C. and Dominguez, A. Kinetic properties of derepressible acid phosphatase from the yeast Yarrowia lipolytica. Biochim. Biophys. Acta 1989, 990, 288-296
33. Burguillo, F. J., Wright, A. J. and Bardsley, W. G. Use of the F test for determining the degree of enzyme-kinetic and ligand-binding data. Biochem. J. 1983, 211, 23-33
34. Haines, T. Anionic lipid headgroups as a proton-conducting pathway along the surface of membranes: A hypothesis. Proc. Natl. Acad. Sci. USA 1983, 80, 160-164
35. Brockmab, H. L. General features of lipolysis. In: Lipases (Borgstroem, B. and Brockman, H. L., eds.). Elsevier Science Publishers Amsterdam, 1984, 4-16
36. Redondo, O., Herrero, A., Bello, J. F., Roig, M. G., Calvo, M. V., Plou, F. J. and Burguillo, F. J. Comparative kinetic study of lipases A and B from Candida rugosa in the hydrolysis of lipid p-nitrophenyl esters in mixed micelles with Triton X-100. Biochim. Biophys. Acta 1995, 1243, 15-24.
37. Sogo, P., Bustos, M., Roig, M. G., Bello, F., Plou, F. J., Ballesteros, A. and Burguillo, F. J. Kinetic and enantioselective behaviour of isoenzymes A and B from Candida rugosa lipase in the hydrolysis of lipids and esters. Submitted