Immobilization of lipases by selective adsorption on hydrophobic supports

Chemistry and Physics of Lipids

Volumn 93, Issue 1-2, 1998, Pages 185-197

  Fernandez Lafuente, Roberto ^a   Armisén, Pilar ^a   Sabuquillo, Pilar ^a   Fernández Lorente, Gloria ^a   Guisán, José M ^a  

^a CSIC   (Spain)

Author keywords

Hyperactivation of lipases; Immobilization; Immobilized lipases in aqueous media; Interfacial activation of lipases on solid interfaces; Purification of lipases

Indexed keywords

TRIACYLGLYCEROL LIPASE;

ADSORPTION; CONFERENCE PAPER; ENZYME ACTIVITY; ENZYME IMMOBILIZATION; ENZYME STABILITY; ENZYME SYNTHESIS; HYDROLYSIS; HYDROPHOBICITY; IONIC STRENGTH; PRIORITY JOURNAL;

ADSORPTION; CHEMISTRY, ORGANIC; ENZYMES, IMMOBILIZED; LIPASE;

EID: 0032104742     PISSN: 00093084     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0009-3084(98)00042-5     Document Type: Conference Paper

References (60)

1. Al-Duri B., Robinson E., McNerlan S., Bailie P. Hydrolysis of edible oils by ipases immobilized on hydrophobic supports: effects of internal support structure. J. Am. Oil Chem. Soc. 72:1995;1351-1359.
2. Alvaro G., Fernandez-Lafuente R., Blanco R.M., Guisan J.M. Immobilization-stabilization of Penicillin G acylase from E. coli. Appl. Biochem. Biotechnol. 26:1990;181-196.
3. Ampon K., Basri M., Salleh A.B., Wan Yunus W.M.Z., Razak C.N.A. Immobilization by adsorption of hydrophobic lipase derivatives to porous polymer beads for use in ester synthesis. Biocatalysis. 10:1994;341-351.
4. Basri, M., Ampon, W.M.Z., Wan Yunous, C.N.A., Razak, Salleh, A.B., 1995. Enzymatic synthesis of fatty esters by hydrophobic lipase derivatives immobilized on organic polymer beads, J. Am. Oil Chem. Soc. 72, 407-411.
5. Bastida, A., Sabuquillo, P., Armisen, P., Fernandez-Lafuente, R., Huguet, J., Guisan, J.M., 1998. A single step purification, immobilization and hyperactivation of lipases via interfacial adsorption on strongly hydrophobic supports. Biotechnol. Bioeng. In press.
6. Blanco R.M., Guisan J.M. Stabilization of trypsin by multipoint covalent attachment to agarose-aldehyde gels. Enzyme Microbiol. Technol. 11:1988;360-366.
7. Blanco R.M., Guisan J.M Stabilization of enzymes by multipoint covalent attachment to agarose aldehyde gels. Borohydride reduction of trypsin -agarose derivatives. Enzyme Microbiol. Technol. 11:1989;353-359.
8. Bloomer S., Aldercreutz P., Mattiasson B. Facile synthesis of fatty acid esters in high yield. Enzyme Microbiol. Technol. 14:1992;546-552.
9. Bornscheuer U, Reif O-W, Lausch R., Freitag R., Scheper T., Kolisis F.N., Menge U. Lipase of Pseudomonas cepacia for biotechnological purposes: purification, crystallization and characterization. Biochim. Biophys. Acta. 1201:1994;55-60.
10. Brady L., Brozozowski A.M., Derewenda Z.S., Dodson E., Dodson G., Tolley S., Turkenburg J.P., Christiansen L., Huge-Jensen B., Norskov L., Thim L., Menge U. A serine protease triad forms the catalytic center of a triacylglycerol lipase. Nature. 343:1990;767-770.
11. Brady C., Metcalfe L., Slaboszewski D., Frank D. Lipase immobilized on a hydrophobic microporous support for the hydrolysis of fats. J. Am. Oil Chem. Soc. 65:1988;917-921.
12. Brozozowski A.M., Derewenda U., Derewenda Z.S., Dodson G.G., Lawson D.M., Turkemburg J.P., Bjorkling F., Huge-Jensen B., Patkar S.S., Thim L. A model for interfacial activation in lipases from the structure of a fungal lipase-inhibitor complex. Nature. 351:1991;491-494.
13. Cho S-W., Rhee J.S. Immobilization of lipase for effective interesterification of fats and oils in organic solvent. Biotechnol. Bioeng. 41:1993;204-210.
14. Derewenda U., Brozowski A.M., Lawson D.M., Derewenda Z.S. Catalysis at the interface: the anatomy of a conformational change in a triglyceride lipase. Biochemistry. 31:1992;1532-1541.
15. Derewenda Z.S., Derewenda U. The crystal and molecular structure of the Rhizomucor miehei tryacylglyceride lipase at 1.9 A resolution. J. Mol. Biol. 227:1992;818-839.
16. De Zeote M.C., Kock-van Dalen A.C., van Rantwijk F, Sheldon R.A. Lipase catalysed ammoniolysis of lipids. A facile synthesis of fatty acid amide. J. Mol. Cat. B. 1:1996;109-113.
17. Forutani T., Masakatsu F., Ooshima H, Kato J. N-acylation of amino alcohol by acyl migrations following enzyme catalyzed esterification. Enzyme Microbiol. Technol. 19:1996;578-584.
18. Garcia M.J., Rebolledo F., Gotor V. Practical enzymatic route to optically active 3-hydroxyamides. Synthesis of 1,3-aminoalcohols. Tetrahedrum Assym. 4:1993;2199-2210.
19. Grochulski P., Li Y., Schragm J.D., Boutthilier F., Smith P., Harrinson D., Rubin B., Cyler M. Insights into interfacial activation from an open structure of Candida rugosa lipase. J. Biol. Chem. 268:1993;12843-12847.
20. Guisan J.M. Agarose-aldehyde gels as supports for immobilization-stabilization of enzymes. Enzyme Microbiol. Technol. 10:1988;375-382.
21. Guisan J.M., Alvarao G., Fernandez-Lafuente R., Rosell C.M., Garcia-Lopez J.L., Tagliati A. Stabilization of a heterodymeric enzyme by multipoint covalent immobilization penicillin G acylase from K. citrophila. Biotechnol. Bioeng. 42:1993;455-464.
22. Guisan J.M., Bastida A., Cuesta C., Fernandez-Lafuente R., Rosell C.M. Immobilization-stabilization of Chymotrypsin by covalent attachment to aldehyde agarose gels. Biotechnol. Bioeng. 38:1991;1144-1152.
23. Horiuti Y., Imamura S. Purification of lipase from Cromobacterium viscosum by chromatography on palmitoyl cellulose. J. Biochem. 81:1977;1639-1649.
24. Jurgens D., Huser H. Large scale purification of stafiloccoccal lipase by hydrophobic interaction chromatography. J. Chromatogr. 216:1981;295-301.
25. Kerzel, P., Mersmann, 1992. Adsoprtion behaviour of lipase from Stafilococcus carnosa on a hydrophobic adsorbent, J. Chromatogr. 584, 109-113.
26. Ladner W.E., Whitesides G.M. Lipase -catalyzed hydrolysis as a route to esters of chiral epoxy alcohols. J. Am. Chem. Soc. 106:1984;7250-7251.
27. Lie E., Molin G. Hydrolysis and esterification with immobilized lipase on hydrophobic and hydrophilic zeolites. J. Am. Oil Chem. Soc. 50:1991;549-553.
28. Linko Y.-Y.-, Lamsa M., Huthtala A., Linko P. Lipase catalyzed transesterification of rape-seed oil and 2 ethyl-1 hexanol. J. Am. Oil Chem. Soc. 71:1994;1411-1414.
29. Malcata F.X., Garcia H.S., Hill C.G. Jr., Amundson C.H. Hydrolysis of Butteroil by immobilized lipase using a hollow fiber reactor: part I. Lipase adsorption studies. Biotechnol. Bioeng. 39:1992;647-657.
30. Medin, A.S., 1995. Studies on structure and properties of agarose. Doctoral Thesis. Uppsala University.
31. Nobel M.E.M., Cleasby A., Johçnson L.N., Egmond M.R., Frenken L.G.J. The crystal structure of triacylglycerol lipase from Pseudomonas glumae reveals a partially redundant catalytic aspartate. FEBS Lett. 331:1993;1265-1269.
32. Norin M., Boutleje J., Holmberg E., Hult K. Lipase immobilized by adsorption. Effect of the support hydrophobocity on the reaction rate of ester synthesis in clyclohexane. Appl. Microbiol. Technol. 28:1988;527-530.
33. Plou J.F., Barandiaran M., Calvo M.V., Ballesteros A., Pastor E. High yield production of mono and dioleylglycerol by lipase catalyzed hydrolysis of triolein. Enzyme Microbiol. Technol. 18:1996;66-71.
34. Quiros M., Sanchez V.M., Bieva R., Rebolledo F., Gotor V. Lipase-catalyzed synthesis of optically active amides in organic media. Tetrahedrum Assym. 4:1993;1105-1112.
35. Reyes H.R., Hill C.G., Amunndson C.H. Interesterification reactions catalyzed by a lipase immobilized on a hydrophobic support. J. Food Proc. Preserv. 18:1994;119-132.
36. Rua M.L., Ballesteros A. Rapid purification of two lipases from Candida rugosa. Biotechnol. Tech. 8:1994;21-26.
37. Sabuquillo, P., Fernández-Lafuente, R.; Guisán, J.M., Activation of lipases on rare hydrophobic solid surfaces, Submitted to FEBS Lett. (a).
38. Sabuquillo, P., del Monte, A., Chavez, M., Guisán J.M., Screening of marine lipases for organic synthesis: single-step immobilization, purification, concentration and hyperactivation via interfacial adsorption on tailor-made strongly hydrophobic solid supports, Submitted to Enzyme Microbiol. Technol.
39. Sabuquillo, P., Reina, J., Fernández-Lorente, G., Guisán, J.M.; Fernández-Lafuente, R., Simultaneous purification and immobilization of very similar isoforms of lipases. Selective interfacial adsorption on tailor-made strongly hydrophobic supports, Submitted to Biochim. Biophys. Acta.
40. Santaniello E., Ferrabochi P., Grisenti P. Lipase catalysed transesterifications in organic solvents: application to the preparation of enantiomerically pure compounds. Enzyme Microbiol. Technol. 15:1993;367-382.
41. Sarada L., Desnuelle P. Action de la lipase pancreatique sur les esteres en emulsion. Biochim. Biophys. Acta. 30:1958;513-521.
42. Sonnet P.E. Kinetic resolutions of aliphatic alcohols with a fungal lipase from Mucor miehei. J. Org. Chem. 52:1987;3477-3479.
43. Stokes T.M., Oelhschlager A.C. Enzyme reactions in apolar solvents: the resolution of sulcatol with porcine pancreatic lipase. Tetrahedrum Lett. 28:1987;2091-2094.
44. Sugai T., Ohta H. A single preparation of -2- Hydroxy-4-phenyl butanoic acid. Agric. Biol. Chem. 55:1991;293-294.
45. Sugiura M, Isobe M. Studies on the mechanism of the lipase reaction. II. Comparative studies on the adsorption of lipase and various proteins at the air-water interface. Biochim. Biophys. A. 397:1975;412-417.
46. Sugiura M., Isobe M. Studies on the mechanism of the lipase reaction. II. I. Inhibition of liapse activity by emulsion of organic solvents. Chem. Pharm. Bull. 23:1975;1221-1225.
47. Sugiura M., Isobe M. Studies on the mechanism of lipase reaction. III. Adsorption of Chromobacterium lipase on hydrophobic glass beads. Chem. Pharm. Bull. 24:1976;72-78.
48. Sugiura M., Isobe M. Studies on the mechanism of lipase reaction. IV. Action of the lipase from Chromobacterium on monomeric p-nitrophenyl acetate. Chem. Pharm. Bull. 24:1976;1822-1828.
49. Sugiura M, Isobe M. Purification of microbial lipases by glass beads coated with hydrophobic materials. Chem. Pharm. Bull. 23:1977;1221-1225.
50. Reetz M.T. Entrapment of biocatalysts in hydrophobic sol-gel materials for use in organic chemistry. Adv. Matter. 9:1997;943-954.
51. Talon R., Montel M.C., Gandemer G., Viau M, Cantonnet M. Lypolysis of pork fat by Staphylococcus warneri, S. saprophyticus and Micrococcus varians. Appl. Microbiol. Biotechnol. 38:1993;606-609.
52. Talon, R., Montel, M.-C., Berdague, 1996. Production of flavour ester by lipases of Staphilococcus warneri ans S. xylosus, Enzyme Microbiol. Technol. 19: 620-622.
53. Van Tol J.B.A., Jongejan J. A., Dunine J.A. Description of hydrolase-enatioselectivity must be based on the actual kinetic mechanism analysis of kinetic resolution of glycidyl (2.3-epoxy-1-propyl) butyrate by pig pancreas lipase. Biocatal. Biotransform. 12:1995;99-117.
54. Wang Y.J., Shu J.Y., Wang F.F., Shaw J.F. Lipase catalysed oil hydrolysios in the absence of added emulsifier. Biotecnol. Bioeng. 31:1988;628-633.
55. Winkler F.K., D'Arcy A., Hunziker W. Structure of human pancreatic lipase. Nature. 351:1990;771-774.
56. Wong, C.-H., Whitesides, G.M., 1994. Enzymes in synthetic organic chemistry. Tetrahedron organic chemistry series. In: Baldwin, J.E., Magnus, F.R.S. (Ed.), vol. 12, Pergamon, 41-130.
57. Wu Y.X., Jaaskelainen S., Linko Y.-Y. An investigation of crude lipases for hydrolysis, esterification and transesterification. Enzyme Microbiol. Technol. 19:1996;23-226.
58. Yamaguchi S., Mase T. High yield synthesis of monoglyceride by mono and diacyl glycerol lipase from Penicillium camembertii U-150. J. Ferment. Bioeng. 72:1991;162-167.
59. Yang D., Rhee S.S. Continous hydrolysis of olive oil by immobilized lipase in organic solvent. Biotechnol. Bioeng. 40:1992;748-752.
60. Yong Y.P., Al-Duri B. Kinetic studies on immobilized lipase esterification of oleic acid and octanol. J. Am. Oil Chem. Soc. 65:1996;239-248.