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将糖胺聚糖解聚为二糖和更高分子量的寡糖:改进N-乙酰基真皮素和寡聚N-乙酰软骨素的制备方法。

Depolymerization of glycosaminoglycuronans into di- and higher molecular-weight oligo-saccharides: improved preparation of N-acetyldermosine and oligomeric N-acetylchondrosines.

作者信息

Inoue Y, Nagasawa K

出版信息

Carbohydr Res. 1981 Nov 16;97(2):263-78. doi: 10.1016/s0008-6215(00)80672-2.

DOI:10.1016/s0008-6215(00)80672-2
PMID:6797727
Abstract

Nonsulfated di- to octadeca-saccharides having 2-acetamido-2-deoxy-D-galactose at the reducing end were prepared, in 81% yield, by treatment of chondroitin 6-sulfate (pyridinium salt) with dimethyl sulfoxide containing 10% of water for 14 h at 90 degrees. N-Acetylchondrosine and N-acetyldermosine were obtained from dermatan sulfate of rooster comb, in 30% and 38% yields, respectively, by solvolysis with dimethyl sulfoxide, containing 10% of water, for 30 h at 105 degrees. Hyaluronic acid was also depolymerized by the same solvent in the presence of an equimolar amount of pyridinium sulfate or chloride per disaccharide unit to give reducing di- and higher molecular weight oligo-saccharides. The results of solvolytic desulfation and depolymerization are compared with those of the conventional methods by acid hydrolysis.

摘要

通过在90℃下用含10%水的二甲基亚砜处理硫酸软骨素6 - 硫酸酯(吡啶盐)14小时,以81%的产率制备了还原端具有2 - 乙酰氨基 - 2 - 脱氧 - D - 半乳糖的非硫酸化二糖至十八糖。通过在105℃下用含10%水的二甲基亚砜进行溶剂解30小时,分别从公鸡鸡冠的硫酸皮肤素中获得N - 乙酰软骨素和N - 乙酰皮肤素,产率分别为30%和38%。在每二糖单元存在等摩尔量的硫酸吡啶盐或氯化物的情况下,透明质酸也被相同的溶剂解聚,得到还原性二糖和更高分子量的寡糖。将溶剂解脱硫和解聚的结果与通过酸水解的传统方法的结果进行了比较。

相似文献

1
Depolymerization of glycosaminoglycuronans into di- and higher molecular-weight oligo-saccharides: improved preparation of N-acetyldermosine and oligomeric N-acetylchondrosines.将糖胺聚糖解聚为二糖和更高分子量的寡糖:改进N-乙酰基真皮素和寡聚N-乙酰软骨素的制备方法。
Carbohydr Res. 1981 Nov 16;97(2):263-78. doi: 10.1016/s0008-6215(00)80672-2.
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Compositional analysis of hyaluronan, chondroitin sulfate and dermatan sulfate: HPLC of disaccharides produced from the glycosaminoglycans by solvolysis.透明质酸、硫酸软骨素和硫酸皮肤素的成分分析:通过溶剂分解法从糖胺聚糖产生的二糖的高效液相色谱分析。
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An improved method for the preparation of chondroitin by solvolytic desulfation of chondroitin sulfates.一种通过对硫酸软骨素进行溶剂解脱硫来制备软骨素的改进方法。
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Identity of dermatan and chondroitin sequences in dermatan sulfate chains determined by using fragmentation with chondroitinases and ion-pair high-performance liquid chromatography.通过使用软骨素酶片段化和离子对高效液相色谱法测定硫酸皮肤素链中皮肤素和软骨素序列的同一性。
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Enzymatic analysis with chondrosulfatases of constituent disaccharides of sulfated chondroitin sulfate and dermatan sulfate isomers by high-performance liquid chromatography.通过高效液相色谱法,用软骨素硫酸酯酶对硫酸软骨素和硫酸皮肤素异构体的组成二糖进行酶促分析。
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