Synthesis of the matriglycan hexasaccharide, -3Xylα1-3GlcAβ1-trimer and its interaction with laminin
Synthesis of the matriglycan hexasaccharide, -3Xylα1-3GlcAβ1-trimer and its interaction with laminin
复制标题
基质聚糖六糖-3Xylα1-3GlcAβ1-三聚体的合成及其与层粘连蛋白的相互作用
DOI：
10.1039/d2ob01388f
复制
发表时间：
2022
期刊：
影响因子：
--
通讯作者：
Tamura Jun-ichi
中科院分区：
文献类型：
--
作者：
Tamura Takahiro;Omura Yuka;Kotera Kota;Ito Ryota;Ohno Shiho;Manabe Noriyoshi;Yamaguchi Yoshiki;Tamura Jun-ichi
基质聚糖是一种多糖，是由重复二糖-3Xyl β 1 -3GlcAβ1-组成的核心M3 O-甘露糖基聚糖的关键部分，与层粘连蛋白相互作用以稳定肌肉组织。我们在此报道了合成配备有炔连接体以形成糖缀合物的基质聚糖重复六糖。通过溶剂特异性分离从异头混合物中解析了α-连接木糖糖苷形成的关键步骤。成功的聚糖延伸是区域选择性和立体选择性进行的，以获得（-3Xyl β 1 -3GlcAβ1）3-O（C2 H4 O）3CH 2CCH和生物素缀合物。我们还研究了基质聚糖六糖和层粘连蛋白-α2的层粘连蛋白-G-样结构域4和5之间的相互作用，使用饱和转移差-NMR。从生物层干涉测量法获得的解离常数估计为7.5 × 10−8 M。这些结果表明，化学方法可以应用于肌肉组织的重建。
Matriglycan, a polysaccharide that is a pivotal part of the core M3 O-mannosyl glycan composed of the repeating disaccharide -3Xylα1-3GlcAβ1-, interacts with laminin to stabilize muscle tissue. We herein report the synthesis of matriglycan-repeating hexasaccharides equipped with an alkyne linker to form glycoconjugates. The key step in the formation of an α-linked xylosyl glycoside was resolved by solvent-specific separation from an anomeric mixture. Successful glycan elongation was regio- and stereoselectively performed to obtain (-3Xylα1-3GlcAβ1)3-O(C2H4O)3CH2CCH and the biotin conjugate. We also investigated interactions between matriglycan hexasaccharides and laminin-G-like domains 4 and 5 of laminin-α2 using saturation transfer difference-NMR. The dissociation constant obtained from bio-layer interferometry was estimated to be 7.5 × 10−8 M. These results indicate that a chemical approach may be applied to the reconstruction of muscle tissue.