Kon A, Takagaki K, Kawasaki H, Nakamura T, Endo M
Department of Biochemistry, Hirosaki University School of Medicine, Aomori.
J Biochem. 1991 Jul;110(1):132-5. doi: 10.1093/oxfordjournals.jbchem.a123531.
A pyridylamination method was applied to glycosaminoglycans and the characteristics of the resulting pyridylamino glycosaminoglycans were examined. First, glycosaminoglycan chains, which uniformly possess a xylose residue at their reducing termini, were liberated from proteoglycan by successive digestion with protease and endo-beta-xylosidase. Then the glycosaminoglycan chains were coupled with 2-aminopyridine by reductive amination with sodium cyanoborohydride for 15 h according to the method of Hase, S. et al. [J. Biochem. 95, 197-203 (1984)]. The pyridylamination reaction caused neither depolymerization, de-N-acetylation, nor de-N- or de-O-sulfation. The pyridylamino glycosaminoglycan chains had an intact linkage region (GlcA-Gal-Gal-Xyl) between the carbohydrate chain and the peptide core of the proteoglycan. These pyridylamino glycosaminoglycans should be useful as substrates for endo-type glycosidases that act on glycosaminoglycan chains and as markers for studies of glycosaminoglycan metabolism.
将吡啶胺化方法应用于糖胺聚糖，并对所得吡啶氨基糖胺聚糖的特性进行了研究。首先，通过用蛋白酶和内切β-木糖苷酶连续消化，从蛋白聚糖中释放出在其还原末端均一具有木糖残基的糖胺聚糖链。然后，根据Hase, S.等人的方法[《生物化学杂志》95, 197 - 203 (1984)]，用氰基硼氢化钠进行还原胺化反应，使糖胺聚糖链与2-氨基吡啶偶联15小时。吡啶胺化反应既未引起解聚、N-去乙酰化，也未引起N-或O-去硫酸化。吡啶氨基糖胺聚糖链在蛋白聚糖的碳水化合物链和肽核心之间具有完整的连接区域（葡糖醛酸-半乳糖-半乳糖-木糖）。这些吡啶氨基糖胺聚糖可用作作用于糖胺聚糖链的内切型糖苷酶的底物以及用于糖胺聚糖代谢研究的标记物。
