Preparation of the methyl ester of hyaluronan and its enzymatic degradation

被引:38
作者
Hirano, K
Sakai, S
Ishikawa, T
Avci, FY
Linhardt, RJ
Toida, T
机构
[1] Chiba Univ, Grad Sch Pharmaceut Sci, Inage Ku, Chiba 2638522, Japan
[2] Rensselaer Polytech Inst, Dept Chem & Biol Chem, Troy, NY 12180 USA
关键词
methyl ester of hyaluronan; chondroitin AC lyase; chondroitinase; Flavobacterium heparinum; Arthrobacter aurescens;
D O I
10.1016/j.carres.2005.07.016
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 [生物化学与分子生物学]; 081704 [应用化学];
摘要
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 H-1 NMR spectroscopy and MALDITOF mass spectrometry. (C) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2297 / 2304
页数:8
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