具有 2, 5-脱水-d-塔罗糖还原端的硫酸皮肤素寡糖抑制牛睾丸透明质酸酶活性。

Dermatan sulfate oligosaccharides having reducing end 2, 5-anhydro-d-talose inhibit bovine testicular hyaluronidase activity.

机构信息

Department of Glycotechnology, Center for Advanced Medical Research, Hirosaki University Graduate School of Medicine, 5 Zaifu-cho, Hirosaki, 036-8562, Japan.

Oshu Public Health Center Environment and Hygiene Division, 5-5, Otemachi, Mizusawa-ku, Oshu, 023-0053, Japan.

出版信息

Carbohydr Res. 2019 Sep 1;483:107754. doi: 10.1016/j.carres.2019.107754. Epub 2019 Jul 29.

DOI:10.1016/j.carres.2019.107754

PMID:31398613

Abstract

Dermatan sulfate oligosaccharides having reducing end 2,5-anhydro-d-talose were prepared by partial N-deacetylation of dermatan sulfate polysaccharide with hydrazine followed by deamination with nitrous acid, and the effect of these oligosaccharides on the activity of bovine testicular hyaluronidase was investigated. Hydrolysis activity and transglycosylation activity of this enzyme were assessed in an independent reaction system by analyzing the products by HPLC. Dermatan sulfate oligosaccharides inhibited hyaluronan hydrolysis by bovine testicular hyaluronidase. Kinetic analysis of the hydrolysis reaction revealed that the inhibition mode by dermatan sulfate oligosaccharides was as competitive as that previously shown by chondroitin sulfate oligosaccharides. Transglycosylation of hyaluronan by bovine testicular hyaluronidase, as a reverse reaction of hydrolysis of hyaluronan, was also inhibited. These inhibitory effects were dependent on the dose and sulfation degree of dermatan sulfate.

摘要

具有 2,5-脱水-D-塔罗糖还原端的硫酸皮肤素低聚糖通过用肼部分 N-去乙酰化硫酸皮肤素多糖，然后用亚硝酸进行脱氨来制备，并研究了这些低聚糖对牛睾丸透明质酸酶活性的影响。通过 HPLC 分析产物，在独立的反应体系中评估了该酶的水解活性和转糖苷活性。硫酸皮肤素低聚糖抑制牛睾丸透明质酸酶对透明质酸的水解。水解反应的动力学分析表明，硫酸皮肤素低聚糖的抑制模式与先前显示的软骨素硫酸低聚糖的抑制模式一样是竞争性的。牛睾丸透明质酸酶对透明质酸的转糖苷作用，作为透明质酸水解的逆反应，也受到抑制。这些抑制作用依赖于硫酸皮肤素的剂量和硫酸化程度。