A preparative-scale synthesis of O-alkyl-b-D-glucosides by enzymatic reverse hydrolysis

Balogh, T. and Kosáry, J. (2005) A preparative-scale synthesis of O-alkyl-b-D-glucosides by enzymatic reverse hydrolysis. Acta Alimentaria, 34 (3). pp. 247-251. ISSN 0139-3006

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Abstract

A preparative-scale synthesis of O-substituted β-D-glucopyranosides catalyzed by immobilized β -glucosidase in reverse hydrolytic reactions was attempted by using our novel reaction system. In this system the alcohols as solvents were replaced with organic solvents as diluting components. We found that not only 1,2-diacetoxyethane, but also triacetin is a suitable diluting solvent, because they can reduce the heterogeneity in the reverse hydrolytic reaction mixtures. Because of the high boiling point of the solvents, an extraction method was used for the isolation of products after reverse hydrolysis. This method resulted in higher yields (15-25%) than our original evaporation method (11-19%).

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