Jump to main content
Jump to site search

Issue 4, 2017
Previous Article Next Article

A fully enzymatic esterification/transesterification sequence for the preparation of symmetrical and unsymmetrical trehalose diacyl conjugates

Author affiliations

Abstract

Monoacyl and diacyl trehalose were synthesized in two steps from trehalose and carboxylic acids. The carboxylic acids were converted first into the corresponding 2,2,2-trifluoroethyl esters through a biocatalyzed esterification. The acyl donor was then transferred to the disaccharide through biocatalyzed transesterification. Thanks to microwave reaction conditions the transesterification proceeded selectively to the monoacyl trehalose or to the diacyl counterparts depending on the sole amount of the acyl donor. These reaction conditions were also applied for the preparation of unsymmetrical diacyl trehalose in a fully enzymatic sequence.

Graphical abstract: A fully enzymatic esterification/transesterification sequence for the preparation of symmetrical and unsymmetrical trehalose diacyl conjugates

Back to tab navigation

Supplementary files

Article information


Submitted
26 Sep 2016
Accepted
09 Dec 2016
First published
09 Dec 2016

Green Chem., 2017,19, 987-995
Article type
Paper

A fully enzymatic esterification/transesterification sequence for the preparation of symmetrical and unsymmetrical trehalose diacyl conjugates

S. Prabhakar, T. Vivès, V. Ferrières, T. Benvegnu, L. Legentil and L. Lemiègre, Green Chem., 2017, 19, 987
DOI: 10.1039/C6GC02680J

Social activity

Search articles by author

Spotlight

Advertisements