Synthesis and interaction with midkine of biotinylated chondroitin sulfate tetrasaccharides.

Basic Information

ID: ALA1949552

Journal: Bioorg Med Chem Lett

Title: Synthesis and interaction with midkine of biotinylated chondroitin sulfate tetrasaccharides.

Authors: Tamura J, Tsutsumishita-Nakai N, Nakao Y, Kawano M, Kato S, Takeda N, Nadanaka S, Kitagawa H.

Abstract: Regiospecifically sulfated chondroitin sulfate repeating tetrasaccharides, CS-OO, GlcAβ-GalNAcβ-GlcAβ-GalNAcβ;CS-EE, GlcAβ-GalNAc(4S6S)β-GlcAβ-GalNAc(4S6S)β; and CS-AA, GlcAβ-GalNAc(4S)β-GlcAβ-GalNAc(4S)β, having biotin linked with a hydrophilic linker at the reducing terminal were synthesized effectively by a coupling of the corresponding disaccharide units and regioselective sulfation. CS-EE showed greater affinity for midkine than CS-AA and CS-OO.

CiteXplore: 22237251

DOI: 10.1016/j.bmcl.2011.12.054

Patent ID: