Uemura Asumi, Nadanaka Satomi, Kitagawa Hiroshi, Tamura Jun-Ichi
Department of Agricultural Science, Graduate School of Sustainable Science, Tottori University, Koyamacho-Minami 4-101, Tottori 680-8553, Japan.
Department of Biochemistry, Kobe Pharmaceutical University, Higashinada-ku, Kobe 658-8558, Japan.
Bioorg Med Chem. 2023 Mar 1;81:117191. doi: 10.1016/j.bmc.2023.117191. Epub 2023 Feb 10.
Chondroitin sulfate (CS), a linear acidic polysaccharide, exhibits numerous biological activities that are dependent on sulfation patterns. CS oligosaccharides comprise repeating disaccharide units with different (hetero)-type sulfation patterns and are common in nature. We herein report the synthesis of the following biotinylated CS tetrasaccharides: CS-AD [βGalNAc4S(1-4)βGlcA(1-3)βGalNAc6S(1-4)βGlcA2S] and CS-DA [βGalNAc6S(1-4)βGlcA2S(1-3)βGalNAc4S(1-4)βGlcA], in a stereo-controlled manner. We also demonstrated that the CS-d-specific monoclonal antibody MO-225 bound more strongly to CS-DA than to CS-DD or -AD.
硫酸软骨素（CS）是一种线性酸性多糖，具有许多依赖于硫酸化模式的生物活性。CS寡糖由具有不同（杂合）型硫酸化模式的重复二糖单元组成，在自然界中很常见。我们在此报告以下生物素化CS四糖的合成：CS-AD [βGalNAc4S(1-4)βGlcA(1-3)βGalNAc6S(1-4)βGlcA2S] 和CS-DA [βGalNAc6S(1-4)βGlcA2S(1-3)βGalNAc4S(1-4)βGlcA]，采用立体控制的方式。我们还证明，CS-d特异性单克隆抗体MO-225与CS-DA的结合比与CS-DD或-AD的结合更强。
