Synthesis and interaction with midkine of biotinylated chondroitin sulfate tetrasaccharides.
Synthesis and interaction with midkine of biotinylated chondroitin sulfate tetrasaccharides.
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DOI：
10.1016/j.bmcl.2011.12.054
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发表时间：
2012-02
影响因子：
2.7
通讯作者：
J. Tamura;Nao Tsutsumishita-Nakai;Yasuhiro Nakao;M. Kawano;Saki Kato;N. Takeda;S. Nadanaka;H. Kitagawa
中科院分区：
文献类型：
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作者：
J. Tamura;Nao Tsutsumishita-Nakai;Yasuhiro Nakao;M. Kawano;Saki Kato;N. Takeda;S. Nadanaka;H. Kitagawa
通过偶联相应的二糖单元和区域选择性硫酸化，有效地合成了区域特异性硫酸软骨素重复四糖，CS-OO，GlcA β-GalNAcβ-GlcAβ-GalNAcβ;CS-EE，GlcA β-GalNAc（4S 6S）β-GlcAβ-GalNAc（4S 6S）β;和CS-AA，GlcAβ-GalNAc（4S）β-GlcAβ-GalNAc（4S）β，在还原末端具有与亲水性接头连接的生物素。CS-EE对中期因子的亲和力高于CS-AA和CS-OO。
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.