透明质酸甲酯的制备及其酶促降解
Preparation of the methyl ester of hyaluronan and its enzymatic degradation.
作者信息
Hirano Kana, Sakai Shinobu, Ishikawa Tsutomu, Avci Fikri Y, Linhardt Robert J, Toida Toshihiko
机构信息
Graduate School of Pharmaceutical Sciences, Chiba University, 1-33, Inage-ku, Chiba-shi, Chiba 263-8522, Japan.
出版信息
Carbohydr Res. 2005 Oct 17;340(14):2297-304. doi: 10.1016/j.carres.2005.07.016.
Abstract
A methyl ester of hyaluronan in which the carboxyl groups were fully esterified was prepared using trimethylsilyl diazomethane. This derivative, while not depolymerized by hyaluronan lyases or hyaluronan hydrolases, was a substrate for both chondroitin ACI lyase (EC 4.2.2.5) from Flavobacterium heparinum and chondroitin ACII lyase (EC 4.2.2.5) from Arthrobacter aurescens. The major product isolated in these depolymerization reactions was methyl alpha-L-threo-hex-4-enepyranosyluronate-(1-->3)-2-acetamido-2-deoxy-alpha,beta-D-glucopyranoside as determined by 1H NMR spectroscopy and MALDITOF mass spectrometry.
摘要
使用三甲基硅基重氮甲烷制备了羧基被完全酯化的透明质酸甲酯。该衍生物虽然不会被透明质酸裂解酶或透明质酸水解酶解聚，但却是来自肝素黄杆菌的软骨素ACI裂解酶（EC 4.2.2.5）和来自金色节杆菌的软骨素ACII裂解酶（EC 4.2.2.5）的底物。通过1H NMR光谱和MALDI-TOF质谱法测定，在这些解聚反应中分离出的主要产物是甲基α-L-苏式-己-4-烯吡喃糖醛酸-(1→3)-2-乙酰氨基-2-脱氧-α,β-D-吡喃葡萄糖苷。
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