Chemical synthesis of β-D-Glc p A (2SO 4)-(1→ 3)-D-Gal p NAc (6SO 4), the disaccharide repeating unit of shark cartilage chondroitin sulfate D, and of its methyl β-D- …

N Karst, JC Jacquinet

Index: Karst, Nathalie; Jacquinet, Jean-Claude Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 16 p. 2709 - 2717

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Citation Number: 23

Abstract

The syntheses of sodium O-(disodium 2-O-sulfonato-β-D-glucopyranosyluronate)-(1→ 3)-2- acetamido-2-deoxy-6-O-sulfonato-D-galactopyranose 1, which represents a structural element of shark cartilage chondroitin sulfate D, and of its methyl β-D-glycoside derivative 2 are reported for the first time. The glucuronyl donor 10 is prepared in a straightforward manner from D-glucose, whereas the glycosyl acceptors 20 and 21 are obtained from ...