Purification, structural characterization and anticoagulant properties of fucosylated chondroitin sulfate isolated from Holothuria mexicana

•A novel fucosylated chondroitin sulfate (HmG) was isolated from sea cucumber Holothuria mexicana.•The results indicated that the backbone of HmG contained mainly O-6 sulfated chondroitin sulfate disaccharide units with 4-O-sulfated fucose branches linked to O-3 position of GlcA moiety.•2D NMR spect...

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Bibliographic Details
Published in:International journal of biological macromolecules 2017-05, Vol.98, p.208-215
Main Authors: Mou, Jiaojiao, Wang, Cong, Li, Wenjing, Yang, Jie
Format: Article
Language:English
Subjects:
Animals
Anticoagulant
Anticoagulants - chemistry
Anticoagulants - isolation & purification
Anticoagulants - pharmacology
Chondroitin Sulfates - chemistry
Chondroitin Sulfates - isolation & purification
Chondroitin Sulfates - pharmacology
Fucosylated chondroitin sulfate
Holothuria - chemistry
Holothuria mexicana
Molecular Weight
Monosaccharides - analysis
Structural characterization
Structure-Activity Relationship
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Summary:•A novel fucosylated chondroitin sulfate (HmG) was isolated from sea cucumber Holothuria mexicana.•The results indicated that the backbone of HmG contained mainly O-6 sulfated chondroitin sulfate disaccharide units with 4-O-sulfated fucose branches linked to O-3 position of GlcA moiety.•2D NMR spectrum of low molecular HmG (DHmG) was investigated to identify the precise structure.•The results indicate that both HmG and DHmG possessed significant anticoagulant activity compared with low molecular weight heparin. A novel fucosylated chondroitin sulfate (HmG) was isolated from sea cucumber Holothuria mexicana, the structure of which was characterized by monosaccharide composition, disaccharide composition, IR, 1H and 13C NMR spectrum, additionally with two dimensional NMR spectrum of degraded HmG (DHmG). The backbone of HmG was identified as chondroitin 6-O sulfate, while the major O-4 sulfated fucose branches linked to O-3 position of glucuronic acid in almost every disaccharide unit. The anticoagulant activities of HmG and DHmG were assessed and compared with heparin and low molecular weight heparin. The results indicated that HmG and DHmG both could significantly prolong the activated partial thrombo-plastin time, and the properties were well related to its molecular weight. DHmG showed similar anticoagulant properties to low molecular weight heparin with less bleeding risks, making it a safer anticoagulant drug.
ISSN:0141-8130
1879-0003
DOI:10.1016/j.ijbiomac.2017.01.123