Journal ArticleDOI
Quantitative enzymatic production of 6-O-acylglucose esters
TLDR
Optimization of process selectivity considers the solubilities of the sugar and its monoesters in acetone at different temperatures, the percentage of this organic solvent in the reaction mixture, and the reaction temperature to select emulsifiers from glucose and fatty acids.Abstract:
Selective production of emulsifiers from glucose and fatty acids has been achieved using an immobilized Candida antarctica lipase. Optimization of process selectivity considers the solubilities of the sugar and its monoesters in acetone at different temperatures, the percentage of this organic solvent in the reaction mixture, and the reaction temperature. The solvent (acetone) is both easily eliminated and accepted by the European Community for use in the manufacture of foods and/or food additives. Different fatty acids with a longer length chain than that of caprylic acid may be employed. For saturated fatty acids longer than lauric acid, continuous precipitation of the monoester as it is formed at 40 degrees C permits nearly complete conversion (98%) of glucose to the monoester within 2-3 days. The procedure does not require total dissolution of the sugar, and precipitation of the monoester permits selective conversion of charges of glucose higher than 100 mg/mL solvent. A scaleup of the process under the optimum conditions gives high yields of 6-O-lauroyl glucose, which may be readily prepared on a gram scale. Copyright 1998 John Wiley & Sons, Inc.read more
Citations
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Journal ArticleDOI
Organic solvent tolerant lipases and applications.
TL;DR: The main emphasis is to study the nature of organic solvent tolerant lipases, and the potential industrial applications that make lipases the biocatalysts of choice for the present and future have been presented.
Journal ArticleDOI
Lipase mediated synthesis of sugar fatty acid esters
TL;DR: The impact of the various reaction conditions on enzymatic synthesis of sugar esters in nonaqueous media is discussed and the solvent effects; the effects of water activity; the influence of the nature and concentration of the reactants; and the effects associated with the specific nature of the lipase catalyst used are discussed.
Journal ArticleDOI
Enzymatic acylation of di- and trisaccharides with fatty acids: choosing the appropriate enzyme, support and solvent
Francisco J. Plou,M. Angeles Cruces,Manuel Ferrer,Gloria Fuentes,Eitel Pastor,Manuel Bernabé,Morten Würtz Christensen,Francisco Comelles,Jose Luis Parra,Antonio Ballesteros +9 more
TL;DR: The use of mixtures of miscible solvents (e.g. dimethylsulfoxide and 2-methyl-2-butanol) as a general strategy to acylate enzymatically hydrophilic substrates is proposed and it is observed that decreasing the hydrophobicity of the medium can be substantially enhanced.
Journal ArticleDOI
Lipase-Catalyzed Esterification
Neena N. Gandhi,Nitin Sopanrao Patil,Sudhirprakash B. Sawant,Jyeshtharaj B. Joshi,Pramod P. Wangikar,D. Mukesh +5 more
TL;DR: This review deals with fundamental as well as practical aspects of lipase catalysis, and various immobilization techniques have been studied for lipases and some have been shown to enhance the activity and stability of the enzyme.
Journal ArticleDOI
Optimization of carbohydrate fatty acid ester synthesis in organic media by a lipase from Candida antarctica.
Peter Degn,Wolfgang Zimmermann +1 more
TL;DR: The effect of solvents and solvent mixtures on the synthesis of myristic acid esters of different carbohydrates with an immobilized lipase from C. antarctica was investigated and no synthesis activity was observed with maltotriose, cellobiose, sucrose, and lactose as substrate.
References
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Journal ArticleDOI
Enzyme Catalysed Preparation of 6-O-Acylglucopyranosides
TL;DR: 6-O-Monoesters of alkyl glucopyranosides have been prepared on a large scale in a more than 90% yield by direct enzyme-catalysed esterification of glucopyrsides with long chain fatty acids in a solvent-free process.
Journal ArticleDOI
Enzymatic preparation of biosurfactants from sugars or sugar alcohols and fatty acids in organic media under reduced pressure
TL;DR: Synthesis in organic solvent with water removal, obtained by refluxing through a desiccant under reduced pressure, proved to be the most efficient method in terms of total yield and side‐products formation.
Journal ArticleDOI
A highly selective enzyme-catalysed esterification of simple glucosides
TL;DR: Regioselective 6-O-esterification of alkyl glucosides with long chain fatty acids, yielding more than 95% of 6- O-monoesters, can be achieved using lipases as catalysts in a solvent-free process.
Journal ArticleDOI
Lipase catalyzed acylation of glucose
TL;DR: Octanoylglucose was synthesized from insoluble glucose and octanoic acid in acetonitrile, using lipase from Candida antarctica as catalyst to give complete conversion of glucose to monoester and avoid diester formation.
Journal ArticleDOI
Biodegradability and aquatic toxicity of glycoside surfactants and a nonionic alcohol ethoxylate
TL;DR: In this article, the environmental properties of three glycoside surfactants and one alcohol ethoxylate were examined by standardized laboratory methods, and the results showed that the EGE surfactant was most rapidly mineralized in aerobic and anaerobic biodegradability tests.