Multi-step biocatalytic strategy to produce a library of original xylosides

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

Xylosides harboring a D-xylose linked to an aglycone moiety display anti-aging properties of interest for cosmetics. A biocatalytic strategy was developed by FARE and ICMR to prepare a serie of β-xylopyranosides with one or two ester functions using a multistep enzymatic transformation from xylans.

The CosMoPoly project is aimed to design, synthesize and evaluate the biological properties of a portfolio of innovative biobased polyfunctional molecules dedicated to cosmetics and obtained from a building-blocks library available from agro-industries, biorefineries and chemical companies. Xylosides harboring a D-xylose linked to an aglycone moiety display anti-aging properties of interest for cosmetics. A biocatalytic strategy was developed by FARE and ICMR to prepare a serie of β-xylopyranosides with one or two ester functions using a multistep enzymatic transformation from xylans. Transglycosylation reactions with a,ω-diols were first catalyzed by a xylanase to produce β-xylosides. 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 a lipase. Finally a transesterification step led to the formation of xylosides esterified with two different acyl chains. These new original xylosides are under evaluation for cosmetic properties.

The CosMoPoly project is funded by ANR.

Jolly E., Muzard M., Plantier-Royon R., Rémond C. 2026. Multi-step biocatalytic strategy to produce a library of original xylosides with various ester functions for cosmetic applications. RSC Adv. 16, 5632. DOI: 10.1039/d5ra09500j

 

Contact: Caroline Rémond