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. 2012 Feb 1;22(3):1371-4.
doi: 10.1016/j.bmcl.2011.12.054. Epub 2011 Dec 17.

Synthesis and interaction with midkine of biotinylated chondroitin sulfate tetrasaccharides

Jun-ichi Tamura  1 , Nao Tsutsumishita-Nakai, Yasuhiro Nakao, Manami Kawano, Saki Kato, Naoko Takeda, Satomi Nadanaka, Hiroshi Kitagawa
Affiliations

Synthesis and interaction with midkine of biotinylated chondroitin sulfate tetrasaccharides

Jun-ichi Tamura et al. Bioorg Med Chem Lett. .

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.

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