Structure and anticoagulant activity of fucosylated glycosaminoglycan degraded by deaminative cleavage
| Autor: | Rong Huang, Na Gao, Wenlie Peng, Jinhua Zhao, Longyan Zhao, Li Xu, Sensen Lai, Hong-Bo Qin, Mingyi Wu |
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| Rok vydání: | 2013 |
| Předmět: |
Magnetic Resonance Spectroscopy
Polymers and Plastics Stereochemistry Sea Cucumbers Nitrous Acid Fucose Glycosaminoglycan Lactones Structure-Activity Relationship chemistry.chemical_compound Sulfation Materials Chemistry Animals Humans Structure–activity relationship Blood Coagulation Enzyme Assays Glycosaminoglycans Heparin cofactor II Molecular mass Depolymerization Organic Chemistry Thrombin Anticoagulants Biological activity Neoplasm Proteins Molecular Weight Cysteine Endopeptidases Hydrazines chemistry Biochemistry Heparin Cofactor II |
| Zdroj: | Carbohydrate Polymers. 98:1514-1523 |
| ISSN: | 0144-8617 |
| Popis: | Fucosylated glycosaminoglycans (FGs) are complex glycosaminoglycans that exhibit potent anticoagulant activity. To study the relationship between molecular size and biological activity, oligosaccharides with (2,5)-anhydro-D-talose units at new reducing ends were prepared by hydrazine deacetylation and nitrous acid depolymerization. The product chemical structures were analyzed by one- and two-dimensional NMR methods. Additionally, anticoagulant activities were evaluated by clotting assay and chromogenic substrate cleavage. The results demonstrated that under mild deacetylation and deaminative cleavage conditions, both products were relatively homogeneous and sulfated fucose branch types and sulfate substituents remained stable. These depolymerized FGs with different molecular sizes had potent intrinsic anticoagulant activities, which were similar to those that were obtained by free-radical depolymerization with similar molecular weights. Decreasing molecular weight may weaken activity but not significantly affect factor Xase and heparin cofactor II (HCII)-mediated thrombin inhibition. |
| Databáze: | OpenAIRE |
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