Synthesis of chondroitin sulfate E hexasaccharide in the repeating region by an effective elongation strategy toward longer chondroitin oligosaccharide.
We synthesized chondroitin and its sulfate E hexasaccharides (1 and 2) composed of the trimer of the repeating disaccharide, beta-D-GalNAc(+/-4,6-di-O-SO(3)Na)-(1-->4)-beta-D-GlcA, by employing an efficient synthetic strategy for longer chondroitin oligosaccharide. Successful elongation with the beta-D-GalNAc-(1-->4)-beta-D-GlcA unit instead of the corresponding disaccharide possessing an azide group avoided problematic reduction of the multiple azide groups on the hexasaccharide.
Tamura
Jun-ichi
J
Department of Regional Environment, Faculty of Regional Sciences, Tottori University.
Tokuyoshi
Mihoko
M
D001386:Azides / Q000737:chemistry; D002240:Carbohydrate Sequence; D002809:Chondroitin Sulfates / Q000138:chemical synthesis* / Q000737:chemistry; D009844:Oligosaccharides / Q000138:chemical synthesis / Q000737:chemistry
D001386:Azides; D009844:Oligosaccharides; C501229:chondroitin sulfate E hexasaccharide; D002809:Chondroitin Sulfates