From polymer to size-defined oligomers: a step economy process for the efficient and stereocontrolled construction of chondroitin oligosaccharides and biotinylated conjugates thereof: part 1.
Controlled acid hydrolysis of polymeric chondroitin sulfate of bovine origin afforded in good yield a basic disaccharide fragment that was used for the first time as a starting material for the expeditious preparation of a set of building blocks that in turn act as versatile synthons for the efficient and stereocontrolled construction of a collection of size-defined chondroitin oligomers (from di- to octasaccharides). This step economy process allows their preparation as reducing species, fitted with a fluorophore, or as biotinylated conjugates; all useful tools for the preparation of microarrays, or as probes for the study of the biosynthesis of chondroitin sulfate.
Vibert
Aude
A
Institut de Chimie Organique et Analytique, UMR 6005 Université d'Orléans et CNRS, Université d'Orléans, BP 6759, 45067 Orléans Cedex, France.
Lopin-Bon
Chrystel
C
Jacquinet
Jean-Claude
JC
D000818:Animals; D019921:Biotinylation; D002417:Cattle; D002809:Chondroitin Sulfates / Q000737:chemistry*; D006031:Glycosylation; D009844:Oligosaccharides / Q000138:chemical synthesis / Q000737:chemistry*; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D009844:Oligosaccharides; D011108:Polymers; D002809:Chondroitin Sulfates