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Effect of salt hydrate pair on lipase-catalyzed regioselective monoacylation of sucrose

โœ Scribed by Jae Eun Kim; Jeong Jun Han; Jung Hae Yoon; Joon Shick Rhee


Book ID
101243188
Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
71 KB
Volume
57
Category
Article
ISSN
0006-3592

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โœฆ Synopsis


Sucrose monoesters of a fatty acid were synthesized by using lipase in a solvent-free system. When lipase from Mucor miehei was used as a catalyst with capric acid as the donor and sugar as the acceptor, sucrose 6-monocaprate was predominantly produced in a yield of 25.3%. The yield of product was significantly increased by the direct addition of a suitable pair of solid salt hydrates to the reaction mixture to control the water activity (a w ). Among the salt hydrate pairs investigated, the barium hydroxide, 8/1H 2 O pair resulted in the highest yield of the product. This salt addition method was also successfully employed for acylation of primary hydroxyl groups in various unprotected mono-and disaccharides such as glucose, galactose, fructose, trehalose, mannose, maltose, and lactose.


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Regioselective ethanolysis of peracylated methyl l3, a-D-glucopyranoside and methyl a-D-mannopyranoside in anhydrous organic solvent (n-hexane/EtOI I L 99/l) could afford 6-OH derivatives exclusively by Can&& rugosu lipase (CRL,). No 4 + 6 acyl migration was observed in such an anhydrous solvent sys