[Synthesis of alkyl glycosides, catalyzed by beta-glycosidases in a reversed micelle system].

Bioorg Khim

Department of Chemical Enzymology, Faculty of Chemistry, Moscow State University, Vorob'evy gory, Moscow, 119899 Russia.

Published: February 2002

A basic possibility of enzymic synthesis of alkyl glycosides in a system of the Aerosol-OT (AOT) reverse micelles was studied. Octyl beta-D-galactopyranoside and octyl beta-D-glucopyranoside were synthesized from the corresponding sugars (lactose or glucose) and octyl alcohol under catalysis with glycolytic enzymes, beta-galactosidase and beta-glucosidase, respectively. The transglycosylation/hydrolysis ratio was shifted toward transglycosylation by using octyl alcohol, one of the substrates, as an organic solvent. The alkyl glycosides were thus obtained in one step from a hydrophilic mono- or disaccharide and a hydrophobic aliphatic alcohol. The direction of the reaction was shown to depend on the pH of aqueous solution immobilized in nerves micelles. The maximum yields were 45% and 40% for octyl galactoside and octyl glucoside, respectively; they markedly exceeded the yields of enzymic syntheses in a two-phase system reported previously.

Download full-text PDF

Source

Publication Analysis

Top Keywords

alkyl glycosides
12
octyl alcohol
8
octyl
6
[synthesis alkyl
4
glycosides catalyzed
4
catalyzed beta-glycosidases
4
beta-glycosidases reversed
4
reversed micelle
4
micelle system]
4
system] basic
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!