Novel reaction systems for the synthesis of O-glucosides by enzymatic reverse hydrolysis |
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Authors: | Teréz Balogh |
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Institution: | Department of Applied Chemistry, Faculty of Food Sciences, Szent István University, P.O. Box 53, Budapest H-1518, Hungary |
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Abstract: | Our studies are presented to replace alcohols as solvents in reverse hydrolytic reactions catalyzed by immobilized β-glucosidase to synthesize O-substituted β-d-glucopyranosides in preparative-scale. We found that 1,2-diacetoxyethane is a suitable solvent and O-alkyl or aryl β-d-glucosides were synthesized in moderate yields (after isolation 12-19%). In these reactions proportion of glucose and glucosyl acceptor hydroxy compounds was 1:20. We suggest that 1,2-diacetoxyethane can be useful not only for alcohols but for other glucosyl donor compounds unsuitable for the role of solvent (e.g., phenols) in the synthesis of O-β-d-glucosides by reverse hydrolysis. |
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Keywords: | β-Glucosidase Immobilization Enzyme reaction in non-conventional media Reverse hydrolysis O-Glucosylation 1 2-Diacetoxyethane |
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