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Title: An approach to address Candida rugosa lipase regioselectivity in the acylation reactions of trytilated glucosides
Authors: C., Palocci
M., Falconi
S., Alcaro
Tafi, Andrea 
R., Puglisi
F., Ortuso
Botta, Maurizio 
L., Alberghina
E., Cernia
Issue Date: 2007
Project: None 
Candida rugosa lipase crude preparations (CRL) catalyse the regioselective acylation of methyl 6-O-trytil beta-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 beta-D-glucopyranoside and methyl 3-O acetyl 6-O-trytil beta-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 beta-D-glucopyranoside and both CRL and the solvents, in order to rationalize the experimental results. (c) 2007 Elsevier B.V. All rights reserved.
ISSN: 0168-1656
DOI: 10.1016/j.jbiotec.2006.08.019
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