Impact of Fatty Acid Structure on CALB‐Catalyzed Esterification of Glucose

Dounia Arcens1,2,3, Étienne Grau1,3, Stéphane Grelier1,3, Henri Cramail3, Frédéric Peruch1,2
1Laboratoire de Chimie des Polymères Organiques
2Team 1 LCPO : Polymerization Catalyses & Engineering
3Team 2 LCPO : Biopolymers & Bio-sourced Polymers

Tóm tắt

AbstractEnzymatic synthesis of fatty acid glucose esters from different fatty acyl donors are performed via enzymatic catalysis in the presence of Candida antarctica lipase B (CALB), using acetonitrile as the solvent. The acyl donor nature (fatty acid or fatty acid vinyl ester) and structure are varied. Lower reaction rates and lower conversions are obtained with fatty acids in comparison to their corresponding vinyl esters. Moreover, the acyl donor with the longest chain length gives the highest conversions. The presence of unsaturation on the acyl donor chain is also shown to be detrimental to the conversion.Practical Applications: The practical applications of the present work are related to the production of gluco‐esters that could be used as nonionic surfactants as detergents, cosmetics and food emulsifiers, emollients or conservatives, respectively. In this study, it is shown that in order to get high production yields, each reaction parameter has to be tuned properly.

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Tài liệu tham khảo

10.1023/A:1021983705883

10.1016/S0168-1656(02)00224-9

10.1016/S0065-2318(07)61005-1

10.1007/s00253-010-2589-0

P. J.Hall J.Haverkamp C. G.vanKralingen M.Schmidt US5520839A 1996.

10.1016/j.procbio.2015.07.014

10.1111/j.1468-2494.2009.00493.x

10.1080/10408391003605482

10.1016/j.foodhyd.2011.10.009

10.1016/j.fbp.2015.05.003

10.1016/j.supflu.2008.01.002

10.1016/j.enzmictec.2004.02.009

10.1007/s002840010121

John G., 2006, Angew. Chem. Int. Ed., 45, 47725

10.1007/BF03022749

10.1016/S1381-1177(00)00162-4

10.3109/10242429809003620

10.1002/lipi.19960981003

10.1016/S0008-6215(02)00112-X

10.1016/j.carres.2005.06.027

10.1016/j.mcat.2018.09.013

10.1016/j.indcrop.2010.03.008

10.1021/ja00229a041

10.1016/S0009-3084(98)00030-9

10.1016/j.procbio.2006.05.002

10.1016/j.molcatb.2004.02.013

10.1016/j.molcatb.2008.09.012

10.1007/s10529-015-1834-0