School of Pharmaceutical Sciences, South-Central University for Nationalities, Wuhan 430074, China.
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China.
Carbohydr Polym. 2022 Nov 1;295:119855. doi: 10.1016/j.carbpol.2022.119855. Epub 2022 Jul 11.
Peroxidative depolymerization is often used to elucidate the structure and structure-activity relationship of fucosylated glycosaminoglycan (FG), while the selectivity of bond cleavage and structural characteristics of the resulting fragments remain to be confirmed. Here, the FG from Stichopus variegatus (SvFG) was depolymerized by HO, and a series of yielded mono- and oligo-saccharides were purified. Almost all the non-reducing ends of oligosaccharides were d-GalNAc, suggesting that GlcA-β1,3-GalNAc linkage was preferentially cleaved. The model reactions showed the glycosidic bond of uronate was more susceptible than those of N-acetyl hexosamine and fucose, which should be due to bond energy of the anomeric CH. The reducing ends of oligosaccharides include C4-C6 saccharic acid and GalNAc or GalNAcA, which should be derived from the oxidation of the reducing end. A hexasaccharide with tartaric acid exhibited increased anti-iXase activity, suggesting the oxidation of reducing end did not impair the anti-iXase activity of FG-derived oligosaccharides.
过氧化物解聚常用于阐明岩藻糖基化糖胺聚糖 (FG) 的结构和构效关系，而键的选择性断裂和所得片段的结构特征仍有待确定。在此，通过 HO，对海参 (Stichopus variegatus) 的 FG 进行解聚，并对一系列生成的单糖和寡糖进行纯化。几乎所有寡糖的非还原端均为 d-GalNAc，表明 GlcA-β1,3-GalNAc 键优先被切割。模型反应表明，糖醛酸的糖苷键比 N-乙酰己糖胺和岩藻糖的糖苷键更易被切断，这应该归因于端基 CH 的键能。寡糖的还原端包括 C4-C6 糖二酸和 GalNAc 或 GalNAcA，这应该是来源于还原端的氧化。具有酒石酸的六糖表现出增加的抗 iXase 活性，表明还原端的氧化并未损害 FG 衍生寡糖的抗 iXase 活性。
