Synthesis of oligosaccharides of the linkage region of proteoglycans using regioselective glycosylation.

Date publication

juillet 2020

Journal

Organic & biomolecular chemistry

Auteurs

Membres identifiés du Cancéropôle Est :
Dr FOURNEL-GIGLEUX Sylvie , Dr GULBERTI Sandrine

Tous les auteurs :
Ledru H, Ayela B, Fournel-Gigleux S, Gulberti S, Lopin-Bon C

Lien Pubmed

https://www.ncbi.nlm.nih.gov/pubmed/32608461

Résumé

Proteoglycans (PGs) are complex macromolecules that are composed of glycosaminoglycan (GAG) chains covalently attached to a core protein through a tetrasaccharide linker. Biosynthesis of PGs is complex and involves a large number of glycosyltranferases. We report herein for the first time the synthesis of a collection of various sulfoforms of the disaccharide GlcA-1,3-β-d-Gal and trisaccharides GlcNAc-1,4-α-d-GlcA-1,3-β-d-Gal and GalNAc-1,4-β-d-GlcA-1,3-β-d-Gal using a regioselective glycosylation. Preliminary results on the impact of sulfation of these disaccharides upon recombinant chondroitin sulfate N-acetylgalactosaminyltransferase-1 (CSGalNAcT-1) involved in chondroitin sulfate chain initiation is also reported.

Référence

Org. Biomol. Chem.. 2020 Jul 1;18(25):4831-4842