6-O-glucose palmitate synthesis with lipase: Investigation of some key parameters

• Published in: Molecular Catalysis
• Main Authors: Arcens, Dounia, Grau, Etienne, Grelier, Stéphane, Cramail, Henri, Peruch, Frédéric
• Other Authors: Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Team 1 LCPO : Polymerization Catalyses & Engineering, Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Team 2 LCPO : Biopolymers & Bio-sourced Polymers
• Format: Article in Journal/Newspaper
• Language: English
• Published: HAL CCSD 2018
• Subjects: Glycolipids; GlycolipidsEnzymatic synthesisLipase; Lipase; Enzymatic synthesis; [CHIM.CATA]Chemical Sciences/Catalysis; [CHIM.ORGA]Chemical Sciences/Organic chemistry; [SDV.BBM.BC]Life Sciences [q-bio]/Biochemistry; Molecular Biology/Biochemistry [q-bio.BM]; Antarc*; Antarctica
• Online Access: https://hal.archives-ouvertes.fr/hal-01913237; https://hal.archives-ouvertes.fr/hal-01913237/document; https://hal.archives-ouvertes.fr/hal-01913237/file/PubliHAL.pdf; https://doi.org/10.1016/j.mcat.2018.09.013

International audience Fatty acid sugar esters represent an important class of non-ionic bio-based surfactants. They can be synthesized from vinyl fatty acids and sugars with enzyme as a catalyst. Herein, the influence of the solvent, the lipase and the temperature on a model reaction between vinyl palmitate and glucose via enzymatic catalysis has been investigated and the reaction conditions optimized. Full conversion into 6-O-glucose palmitate was reached in 40 h in acetonitrile starting from a reactant ratio 1:1, at only 5%-wt loading of lipase from Candida antarctica B (CALB) without the presence of molecular sieves.