Tuesday, July 28, 2009 - 9:30 AM
S60
Synthesis of fatty acid derivatives by acylation and transacylation in aqueous emulsions using lipases and lipases/acyltransferases
Eric Dubreucq1, Véronique Perrier1, Suzana Ferreira-Dias2, Isabelle Chevalot3, Natália M. Osório4, Eric Husson3, Hervé Nozach1, Maeva Subileau1, and Laurent Vaysse5. (1) UMR 1208 IATE, Microbiological and enzymatic biotechnology of lipids and agropolymers group, Montpellier SupAgro, 2 place Viala, 34060 Montpellier cedex 1, France, (2) Centro de Estudos de Engenharia Rural, Instituto Superior de Agronomia, Tapada da Ajuda, 1349-017 Lisbon, Portugal, (3) Laboratoire des Sciences du Génie Chimique UPR-6811, ENSAIA-INPL, 2 Avenue de la forêt de Haye, 54505 Vandoeuvre-lès-Nancy, France, (4) Núcleo de Investigação em Engª Alimentar e Biotecnologia/CEER, Instituto Piaget, ISEIT de Almada, Quinta da Arreinela de Cima, 2800-305 Almada, Portugal, (5) UMR 1208 IATE, Rubber Technology Laboratory, CIRAD, Agro-Industry Building 3, 8th floor, Kasetsart University, Chatuchak, Bangkok 10900, Thailand
Whereas the "natural" reaction catalyzed by lipases is hydrolysis, conditions can be defined where this reaction is reversed (esterification) or significantly reduced so as transfer reactions (alcoholysis, aminolysis, etc.) can be effectively used. In most studies and current applications, hydrolysis is avoided by using monophasic (or liquid/solid) organic reaction media with a low thermodynamic activity of water (aW). An accurate mastering of such reaction conditions requires a strict control of aw because this parameter has a considerable influence on both enzyme catalytic activity and reaction equilibrium.
Biphasic aqueous/organic media with a high water activity (>0.8) and water content are an interesting alternative to microaqueous organic media for the synthesis of water-insoluble esters because of a much higher enzyme activity, the possibility to solubilize both polar and non-polar compounds in either phase, an easier recovery of water-insoluble reaction products and because these media avoid water control. When the organic phase is directly constituted by the hydrophobic substrate and product, these systems also present the advantage of involving no organic solvent. This presentation will discuss the respective interests of lipases and lipases/acyltransferases for the catalysis of acylation and transacylation of lipids in such reaction systems.
Biphasic aqueous/organic media with a high water activity (>0.8) and water content are an interesting alternative to microaqueous organic media for the synthesis of water-insoluble esters because of a much higher enzyme activity, the possibility to solubilize both polar and non-polar compounds in either phase, an easier recovery of water-insoluble reaction products and because these media avoid water control. When the organic phase is directly constituted by the hydrophobic substrate and product, these systems also present the advantage of involving no organic solvent. This presentation will discuss the respective interests of lipases and lipases/acyltransferases for the catalysis of acylation and transacylation of lipids in such reaction systems.
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See more of The Annual Meeting and Exhibition 2009 (July 26 - 30, 2009)
See more of Invited Oral Papers
See more of The Annual Meeting and Exhibition 2009 (July 26 - 30, 2009)