Abstract
Novozym-435 Lipase-catalyzed transesterification of glucose with 11-dodecenoic ethyl ester in ionic liquids was investigated. The effect of substrate ratio, lipase content, and temperature on the activity and stability of lipase was also studied. The highest yield of sugar ester was obtained in 1-buty-3-methyl imidazolium tetrafluoroborate [Bmim][BF4] under such conditions as the reaction temperature of 55℃, the enzyme concentration of 20 mg/mL, the mole ratio of glucose/11-dodecenoic ethyl ester of 1:2, the water content of the system of 2%, Lipase Novozym-435 can use repeatedly 7 times. The structure of production was characterized by FTIR, HPLC, MS and NMR. The results show that the production is 6-O-(11-dodecenoic)-glucose ester.
Highlights
Fatty acid sugar esters have been widely used as sweeteners and non-ionic surfactants in pharmaceuticals, cosmetics, and food industries because they are biodegradable, non-toxic, and non-irritaing [1,2]
The highest yield of sugar ester was obtained in 1-buty-3-methyl imidazolium tetrafluoroborate [Bmim][BF4] under such conditions as the reaction temperature of 55 ̊C,the enzyme concentration of 20 mg/mL,the mole ratio of glucose/11-dodecenoic ethyl ester of 1:2, the water content of the system of 2%, Lipase Novozym-435 can use repeatedly 7 times.The structure of production was characterized by FTIR, HPLC, MS and NMR
The results demonstrated that Ionic Liquids (ILs) can be used as a “greener” solvent for sugar esterification, and illustrate the advantages of ILs vs. organic solvents for the specific lipase used for sugar ester synthesis
Summary
Fatty acid sugar esters have been widely used as sweeteners and non-ionic surfactants in pharmaceuticals, cosmetics, and food industries because they are biodegradable, non-toxic, and non-irritaing [1,2]. Chemical synthesis is the major industrial method for sugar ester production. M. Klibanov [3] group in 1980’s, the bio-catalytic synthesis of sugar esters has been studied extensively. Klibanov [3] group in 1980’s, the bio-catalytic synthesis of sugar esters has been studied extensively This method of synthesis has the advantage of producing regio- and stereo-specific products under mild reaction condition [4,5,6]. Most enzymes are quickly inactivated in the organic solvents [7] To overcome these limitations, researchers have been seeking a reaction medium that can dissolve both polar-sugars and nonpolar fatty acids, while at the mean time leaving the catalytic activity of the enzyme intact [8,9]
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