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Updated: Sep 18, 2025

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities
Published on: May 27, 2015
Enzymatic synthesis of xylosides and xylobiosides featuring aromatic aglycones
Charlotte Brusa1, Murielle Muzard2, Emelyne Jolly1
1Université de Reims Champagne-Ardenne, CNRS, ICMR, Reims, France; Université de Reims Champagne-Ardenne, INRAE, FARE, UMR A 614, AFERE, Reims, France.
Abstract:
β-d-Xylopyranosides bearing a hydrophobic aglycon have been known for over fifty years as compounds that can enter cells and act as primers for the synthesis of glycosaminoglycan chains. A range of aromatic xylosides and xylobiosides were prepared by a xylanase-catalyzed transglycosylation reaction from commercially available beechwood xylans and aromatic alcohols. A comparison in the reactivity of aromatic primary alcohols and the corresponding aromatic alcohols with a phenol group showed better results for transglycosylation reactions with the latter. A comparison was also carried out for transglycosylation reactions with phenol and diphenol acceptors.
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