fulltext.study @t Gmail

An approach to address Candida rugosa lipase regioselectivity in the acylation reactions of trytilated glucosides

Paper ID Volume ID Publish Year Pages File Format Full-Text
25330 43567 2007 11 PDF Available
Title
An approach to address Candida rugosa lipase regioselectivity in the acylation reactions of trytilated glucosides
Abstract

Candida rugosa lipase crude preparations (CRL) catalyse the regioselective acylation of methyl 6-O-trytil β-d-glucopyranoside in organic solvents, using vinyl acetate as acyl donor. The ratio of the two products formed, namely methyl 2-O acetyl 6-O-trytil β-d-glucopyranoside and methyl 3-O acetyl 6-O-trytil β-d-glucopyranoside was found to be markedly affected by the nature of the reaction medium. In hydrophobic solvents values up to 80% of the monoacetylated product in position C-3 were obtained compared to less than 30% in solvents with low hydrophobicity. Computational studies were carried out to simulate the interactions between methyl 6-O-trytil β-d-glucopyranoside and both CRL and the solvents, in order to rationalize the experimental results.

Keywords
Lipase; Organic solvents; Regioselectivity; Glucosides; Molecular modelling
First Page Preview
An approach to address Candida rugosa lipase regioselectivity in the acylation reactions of trytilated glucosides
Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Biotechnology - Volume 128, Issue 4, 10 March 2007, Pages 908–918
Authors
, , , , , , , , ,
Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering