pH-optima in lipase-catalysed esterification

References

• Ainslie GR, Shill JP, Neet KE. Transients and cooperativity. Slow transition model for relating transients and cooperative kinetics of enzymes. J bio Chem 1972; 247: 7088–7096
   PubMed Web of Science ®Google Scholar
• Bauer M, Geyer R, Griengl H, Steiner W. The use of Lewis cell to investigate kinetics of an (S)-hydroxynitrile lyase in two-phase systems. Food Techno Biotechnol 2002; 40: 9–19
   Web of Science ®Google Scholar
• Borzeix F, Monot F, Vandecasteele J-P. Strategies for enzymatic esterification in organic solvents: Comparison of microaqueous, biphasic, and micellar systems. Enzyme Microbial Technol 1992; 14: 791–797
   PubMed Web of Science ®Google Scholar
• Brady L, Brzozowski A, Derewenda ZS, Dodson E, Dodson G, Tolley S, Turkenburg JP, Christiansen L, Huge-Jensen B, Norskov L, Thim L, Menge U. A serine protease triad forms the catalytic centre of a triacylglycerol lipase. Nature 1990; 343: 767–770
   PubMed Web of Science ®Google Scholar
• Brown L, Halling PJ, Johnaton GA, Suckling CJ, Valivety RH. Water insoluble indicators for the measurement of pH in water immiscible solvents. Tetrahedron Lett 1990; 31: 5799–5802
   Web of Science ®Google Scholar
• Cambou B, Klibanov AM. Comparison of different strategies for the lipase-catalyzed preparative resolution of racemic acids and alcohols: Asymmetric hydrolysis, esterification and transesterification. Biotechnol Bioeng 1984; 26: 1449–1454
   PubMed Web of Science ®Google Scholar
• Crooks GE, Rees GD, Robinson BH, Svensson M, Stephenson GR. Comparison of hydrolysis and esterification behaviour of Humicola lanuginosa and Rhizomucor miehei lipases in AOT-stabilized water-in-oil microemulsions: I. Effect of pH and water content on reaction kinetics. Biotechnol Bioeng 1995; 48: 78–88
   PubMed Web of Science ®Google Scholar
• Dosanjh NS, Kaur J. Immobilization, stability and esterification studies of a lipase from Bacillus sp. Biotechnol App Biochem 2002; 36: 7–12
   PubMed Web of Science ®Google Scholar
• Garcia S, Lourenço NMT, Lousa D, Sequeira AF, Mimoso P, Cabral JMS, Afonso CAM, Barreiros S. A comparative study of biocatalysis in non-conventional solvents: Ionic liquids, supercritical fluids and organic media. Green Chem 2004; 6: 366–470
   Web of Science ®Google Scholar
• Gargouri M, Legoy MD. The kinetic behaviour of a two-enzyme system in biphasic media: coupling hydrolysis and lipoxygenation. Biochimica et Biophysica Acta 1997; 1337: 227–232
   PubMedGoogle Scholar
• González-Navarro H, Braco L. Improving lipase activity in solvent-free media by interfacial activation-based molecular bioimprinting. J Mol Cat B: Enzymatic 1997; 3: 111–119
   Google Scholar
• González-Navarro H, Braco L. Lipase-enhanced activity in flavour ester reactions by trapping enzyme conformers in the presence of interfaces. Biotechnol Bioeng 1998; 59: 122–127
   PubMed Web of Science ®Google Scholar
• Halling PJ. Thermodynamic predictions for biocatalysis in nonconventional media: Theory tests, and recommendations for experimental design and analysis. Enzyme Microbial Technol 1994; 16: 178–206
   PubMed Web of Science ®Google Scholar
• Jaeger K-E, Eggert T. Lipases for biotechnology. Curr Op Biotechnol 2002; 13: 390–397
   PubMed Web of Science ®Google Scholar
• Jager S, Demleitner G, Gotz F. Lipase of Staphylococcus hyicus: analysis of the catalytic triad by site-directed mutagenesis. FEMS microbiol lett 1992; 79: 249–254
   Google Scholar
• Kaufmann W, Bauer K. Enzymic splitting and resynthesis of penicillin. Naturwissenschaften 1960; 47: 474–475
   Google Scholar
• Krishna SH, Karanth NG. Lipase and lipase-catalyzed esterification reactions in nonaqueous media. Catalysis Reviews 2002; 44: 499–591
   Web of Science ®Google Scholar
• Kvittingen L. Some aspects of biocatalysis in organic solvents. Tetrahedron 1994; 50: 8253–8274
   Web of Science ®Google Scholar
• Lamare S, Caillaud B, Roule K, Goubet I, Legoy MD. Production of natural esters at the pre-industrial scale by solid/gas biocatalysis. Biocatal Biotrans 2001; 19: 361–377
   Web of Science ®Google Scholar
• Linder M, Kochanowski N, Fanni J, Parmentier M. Response surface optimisation of lipase-catalysed esterification of glycerol and n-3 polyunsaturated fatty acids from salmon oil. Process Biochem 2005; 40: 273–279
   Web of Science ®Google Scholar
• López N, Pernas MA, Pastrana LM, Sánchez A, Valero F, Rúa ML. Reactivity of pure Candida rugosa lipase isoenzymes (Lip1, Lip2, and Lip3) in aqueous and organic media. Influence of the isoenzymatic profile on the lipase performance in organic media. Biotechnol Prog 2004; 20: 65–73
   PubMed Web of Science ®Google Scholar
• Miyako E, Maruyama T, Kamiya N, Goto M. Transport of organic acids through a supported liquid membrane driven by lipase-catalyzed reactions. J Biosci Bioeng 2003; 96: 370–374
   PubMed Web of Science ®Google Scholar
• Neves-Petersen MT, Fojan P, Petersen SB. How do lipases and esterases work: the electrostatic contribution. J Biotechnol 2001; 85: 115–147
   PubMed Web of Science ®Google Scholar
• Nini L, Sarda L, Comeau LC, Boitard E, Dubes JP, Chahinian H. Lipase-catalyzed hydrolysis of short-chain substrates in solution and in emulsion: a kinetic study. Biochimica et Biophysica Acta 2001; 1534: 34–44
   PubMed Web of Science ®Google Scholar
• Ollis DL, Cheah E, Cygler M, Dijkstra B, Frolow F, Franken SM, Harel M, Remington SJ, Silman I, Schrag J, Sussman JL, Verschueren KHG, Goldman A. The α/β hydrolase fold. Protein engineering 1992; 5: 197–211
   PubMedGoogle Scholar
• Paiva AL, Balcão VM, Malcata FX. Kinetics and mechanisms of reactions catalyzed by immobilized lipases. Enzyme and Microbial Technol 2000; 27: 187–204
   PubMed Web of Science ®Google Scholar
• Patridge J, Halling PJ, Moore BD. Solid-state proton/sodium buffers: “Chemical pH stats” for biocatalysts in organic solvents. J Chem Society/Perkin Transactions 2000; 2: 465–471
   Google Scholar
• Sarda L, Desnuelle P. Action de la lipase pancréatique sur les esters en émulsion. Biochimica et Biophysica Acta 1958; 30: 513–521
   PubMed Web of Science ®Google Scholar
• Saxena RK, Gosh PK, Gupta R, Davidson WS, Bradoo S, Gulati R. Microbial lipases: Potential biocatalysts for the future industry. Curr Sci 1999; 77: 101–116
   Web of Science ®Google Scholar
• Schöfer, SH, Kaftzik, N, Wasserscheid, P, Kragl, U (2001) Enzyme catalysis in ionic liquids: Lipase catalyzed kinetic resolution of 1-phenylethanol with improved enantioselectivity. Chem Comm 425–426.
   Web of Science ®Google Scholar
• Sharma R, Chisti Y, Banerjee UC. Production, purification, characterization and applications of lipases. Biotechnol Adv 2001; 19: 627–662
   PubMed Web of Science ®Google Scholar
• Straathof AJJ, Panke S, Schmid A. The production of fine chemicals by biotransformations. Curr Op Biotechnol 2002; 13: 548–556
   PubMed Web of Science ®Google Scholar
• Tweddell RJ, Kermasha S, Combes D, Marty A. Esterification and interesterification activities of lipases from Rhizopus niveus and Mucor miehei in three different types of organic media: a comparative study. Enzyme and Microbial Technol 1998; 22: 439–445
   Web of Science ®Google Scholar
• Valivety RH, Rakels JLL, Blanco RM, Johnston GA, Brown L, Suckling CJ, Halling PJ. Measurement of pH-changes in an inaccessible aqueous phase during biocatalysis in organic media. Biotechnol Lett 1990; 12: 475–480
   Web of Science ®Google Scholar