Multi-step biocatalytic strategy to produce a library of original xylosides with various ester functions for cosmetic applications

Abstract

A biocatalytic strategy was developed to prepare a series of β-xylopyranosides with one or two ester functions using a multistep enzymatic transformation from biobased xylans. Transglycosylation reactions with α,ω-diols were first performed using a commercially available xylanase to produce β-xylosides in good yields. In a second step, a selective esterification of the primary hydroxyl group of the aglycone moiety was carried out by reaction with carboxylic acids of cosmetic interest catalyzed by an immobilized commercial lipase. Finally a transesterification step led to the formation of xylosides esterified with two different acyl chains.