Partial Hydrolysis of the Fucosylated Chondroitin Sulfate from Sea Cucumber Isostichopus badionotus and Its Mechanism  

作　　者：陈士国 李国云 叶兴乾 薛长湖 

机构地区：[1]College of Biosystem Engineering and Food Science,Zhejiang University [2]College of Food Science and Technology,Ocean University of China

出　　处：《Chinese Journal of Structural Chemistry》2012年第10期1455-1463,共9页结构化学（英文）

基　　金：Sponsored by the National Natural Sciences Foundation of China(Nos.30871944 and 30971923)

摘　　要：The method for preparing low molecular weight fucosylated chondroitin sulfate from sea cucumber lsostichopus badionotus using partial acid hydrolysis was reported, and its hydrolysis mechanism was also investigated. The sea cucumber chondroitin sulfate FCS was hydrolyzed under different conditions （80℃3 h and 6 h）, then isolated and purified on a Bio-P-4 geltration to prepare low molecular weight fractions （LMWF-FCS）. The chemical compositions of LMWF-FCS showed the branched fucose （Fuc） was cleaved during acid hydrolysis process, whereas the mole ratio of acetyl-galactosamine （GalNAc） and glucuronic acid （GlcA） in the backbone remained the same, which indicated the backbone was a typical chondroitin sulfate structure. The disaccharide composition analysis of LMWF-FCS suggested that the sulfation patterns of GalNAc in the backbone chain changed and the substitution value was reduced. Furthermore, the 1D NMR analysis illustrated the branched-Fuc was cleaved during acid hydrolysis, but their substitution patterns were not influenced, which was distinct from the previous reports that the substitutions of branched-Fuc in FCS were easy to change. Simultaneously, the sulfation pattern of GalNAc in backbone chain changed obviously in the acid hydrolysis process. The anticoagulant activity in vitro illuminated the anticoagulant activity of the degradation products over time in the acid hydrolysis are gradually declined, but still kept good. Therefore, the LMWF-FCS prepared could be developed as a new anticoagulant and antithrombotic drug like low molecular weight heparin.The method for preparing low molecular weight fucosylated chondroitin sulfate from sea cucumber lsostichopus badionotus using partial acid hydrolysis was reported, and its hydrolysis mechanism was also investigated. The sea cucumber chondroitin sulfate FCS was hydrolyzed under different conditions （80℃3 h and 6 h）, then isolated and purified on a Bio-P-4 geltration to prepare low molecular weight fractions （LMWF-FCS）. The chemical compositions of LMWF-FCS showed the branched fucose （Fuc） was cleaved during acid hydrolysis process, whereas the mole ratio of acetyl-galactosamine （GalNAc） and glucuronic acid （GlcA） in the backbone remained the same, which indicated the backbone was a typical chondroitin sulfate structure. The disaccharide composition analysis of LMWF-FCS suggested that the sulfation patterns of GalNAc in the backbone chain changed and the substitution value was reduced. Furthermore, the 1D NMR analysis illustrated the branched-Fuc was cleaved during acid hydrolysis, but their substitution patterns were not influenced, which was distinct from the previous reports that the substitutions of branched-Fuc in FCS were easy to change. Simultaneously, the sulfation pattern of GalNAc in backbone chain changed obviously in the acid hydrolysis process. The anticoagulant activity in vitro illuminated the anticoagulant activity of the degradation products over time in the acid hydrolysis are gradually declined, but still kept good. Therefore, the LMWF-FCS prepared could be developed as a new anticoagulant and antithrombotic drug like low molecular weight heparin.

关 键 词：sea cucumber chondroitin sulfate NMR partial acid hydrolysis ANTICOAGULANT 

分 类 号：O621.2[理学—有机化学]