A heparin-like compound isolated from a marine crab rich in glucuronic acid 2-O-sulfate presents low anticoagulant activity

被引:27
作者
Andrade, Giulianna P. V. [1 ]
Lima, Marcelo A. [2 ,3 ]
de Souza, Airton A., Jr. [2 ,4 ]
Fareed, Jawed [5 ]
Hoppensteadt, Debra A. [5 ]
Santos, Elizeu A. [1 ]
Chavante, Suely F. [1 ]
Oliveira, Fernanda W. [1 ]
Rocha, Hugo A. O. [1 ]
Nader, Helena B. [2 ]
机构
[1] Univ Fed Rio Grande do Norte, Dept Bioquim, BR-59072970 Natal, RN, Brazil
[2] Univ Fed Sao Paulo, Dept Bioquim, BR-04044020 Sao Paulo, Brazil
[3] Univ Liverpool, Dept Struct & Chem Biol, Liverpool L69 7ZB, Merseyside, England
[4] Inst Fed Rio Grande Norte, Dept Biol, Natal, RN, Brazil
[5] Loyola Med Sch, Dept Pathol, Maywood, IL USA
基金
巴西圣保罗研究基金会;
关键词
Heparin; Heparan sulfate; Nuclear magnetic resonance; Heparinases; Anticoagulant activity; Hemorrhagic effect; FLAVOBACTERIUM-HEPARINUM; ESCHERICHIA-COLI; SULFATED MUCOPOLYSACCHARIDES; ANTIHEMOSTATIC ACTIVITY; STRUCTURAL FEATURES; DISACCHARIDES; SPECIFICITY; GLYCOSAMINOGLYCANS; POLYSACCHARIDE; IDENTIFICATION;
D O I
10.1016/j.carbpol.2013.01.069
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A natural heparin-like compound isolated from the crab Goniopsis cruentata was structurally characterized and its anticoagulant and hemorrhagic activities were determined. Enzymatic and nuclear magnetic resonance analysis revealed that its structure is rich in disulfated disaccharides, possessing significant amounts of 2-O-sulfated-beta-D-glucuronic acid units. Furthermore, low amounts of trisulfated disaccharide units containing 2-O-sulfated-alpha-L-iduronic acid were detected, when compared to mammalian heparin. In addition, this heparin-like structure showed negligible in vitro anticoagulant activity and low bleeding potency, facts that make it a suitable candidate for the development of structure-driven, heparin based therapeutic agents with fewer undesirable effects. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:647 / 654
页数:8
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