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Fucosylated Chondroitin Sulfates from the Sea Cucumbers Paracaudina chilensis and Holothuria hilla: Structures and Anticoagulant Activity.


ABSTRACT: Fucosylated chondroitin sulfates (FCSs) PC and HH were isolated from the sea cucumbers Paracaudina chilensis and Holothuria hilla, respectively. The purification of the polysaccharides was carried out by anion-exchange chromatography on a DEAE-Sephacel column. The structural characterization of the polysaccharides was performed in terms of monosaccharide and sulfate content, as well as using a series of nondestructive NMR spectroscopic methods. Both polysaccharides were shown to contain a chondroitin core [?3)-?-d-GalNAc (N-acethyl galactosamine)-(1?4)-?-d-GlcA (glucuronic acid)-(1?]n, bearing sulfated fucosyl branches at O-3 of every GlcA residue in the chain. These fucosyl residues were different in their pattern of sulfation: PC contained Fuc2S4S and Fuc4S in a ratio of 2:1, whereas HH included Fuc2S4S, Fuc3S4S, and Fuc4S in a ratio of 1.5:1:1. Moreover, some GalNAc residues in HH were found to contain an unusual disaccharide branch Fuc4S-(1?2)-Fuc3S4S-(1? at O-6. Sulfated GalNAc4S6S and GalNAc4S units were found in a ratio of 3:2 in PC and 2:1 in HH. Both polysaccharides demonstrated significant anticoagulant activity in a clotting time assay, which is connected with the ability of these FCSs to potentiate the inhibition of thrombin and factor Xa in the presence of anti-thrombin III (ATIII) and with the direct inhibition of thrombin in the absence of any cofactors.

SUBMITTER: Ustyuzhanina NE 

PROVIDER: S-EPMC7693656 | biostudies-literature | 2020 Oct

REPOSITORIES: biostudies-literature

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Fucosylated Chondroitin Sulfates from the Sea Cucumbers <i>Paracaudina chilensis</i> and <i>Holothuria hilla</i>: Structures and Anticoagulant Activity.

Ustyuzhanina Nadezhda E NE   Bilan Maria I MI   Dmitrenok Andrey S AS   Silchenko Alexandra S AS   Grebnev Boris B BB   Stonik Valentin A VA   Nifantiev Nikolay E NE   Usov Anatolii I AI  

Marine drugs 20201028 11


Fucosylated chondroitin sulfates (FCSs) <b>PC</b> and <b>HH</b> were isolated from the sea cucumbers <i>Paracaudina chilensis</i> and <i>Holothuria hilla</i>, respectively. The purification of the polysaccharides was carried out by anion-exchange chromatography on a DEAE-Sephacel column. The structural characterization of the polysaccharides was performed in terms of monosaccharide and sulfate content, as well as using a series of nondestructive NMR spectroscopic methods. Both polysaccharides we  ...[more]

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