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Synthesis of chondroitin sulfate CC and DD tetrasaccharides and interactions with 2H6 and LY111 |
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| Authors: | Kenya Matsushita Tomomi Nakata Naoko Takeda-Okuda Satomi Nadanaka Hiroshi Kitagawa Jun-ichi Tamura |
| Institution: | 1. Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, Koyamacho-Minami 4-101, Tottori 680-8552, Japan;2. Department of Regional Environment, Faculty of Regional Sciences, Tottori University, Koyamacho-Minami 4-101, Tottori 680-8551, Japan;3. Department of Life and Environmental Agricultural Sciences, Faculty of Agriculture, Tottori University, Koyamacho-Minami 4-101, Tottori 680-8553, Japan;4. Department of Biochemistry, Kobe Pharmaceutical University, Higashinada-ku, Kobe 658-8558, Japan |
| Abstract: | We synthesized the biotinylated chondroitin sulfate tetrasaccharides CS-CC -3)βGalNAc6S(1–4)βGlcA(1-]2 and CS-DD -3)βGalNAc6S(1–4)βGlcA2S(1-]2 which possess sulfate groups at O-6 of GalNAc and an additional sulfate group at O-2 of GlcA, respectively. We also analyzed interactions among CS-CC and CS-DD and the antibodies 2H6 and LY111, both of which are known to bind with CS-A, while CS-DD was shown for the first time to bind with both antibodies. |
| Keywords: | CS chondroitin sulfate GlcA GalNAc MS molecular sieves TMSOTf trimethylsilyl triflate NAP (2-naphtyl)methyl DDQ 2 3-dichloro-5 6-dicyano-1 4-benzoquinone MBz 4-methylbenzoyl Z benzyloxycarbonyl Chondroitin sulfate Glycosylation Oligosaccharide synthesis 2H6 LY111 |
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