Structural characterization and anticoagulant activity of a sulfated polysaccharide from the green alga Codium divaricatum
•A pyruvated galactan sulfate CP2-1 was isolated from green alga Codium divaricatum.•Backbone of CP2-1 consisted of galactopyranose residues with a small degree of branching.•Pyruvate formed five-membered cyclic ketals with O-3 and O-4 of galactose residues.•CP2-1 possessed a high anticoagulant activ...
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Published in: | Carbohydrate polymers Vol. 121; pp. 175 - 182 |
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Abstract | •A pyruvated galactan sulfate CP2-1 was isolated from green alga Codium divaricatum.•Backbone of CP2-1 consisted of galactopyranose residues with a small degree of branching.•Pyruvate formed five-membered cyclic ketals with O-3 and O-4 of galactose residues.•CP2-1 possessed a high anticoagulant activity in vitro.
A sulfated polysaccharide, designated CP2-1, was isolated from the green alga Codium divaricatum by water extraction and purified by anion-exchange and size-exclusion chromatography. CP2-1 is a galactan which is highly sulfated and substituted with pyruvic acid ketals. On the basis of chemical and spectroscopic analyses, the backbone of CP2-1 was mainly composed of (1→3)-β-d-galactopyranose residues, branched by single (1→)-β-d-galactopyranose units attached to the main chain at C-4 positions. The degree of branching was estimated to be about 12.2%. Sulfate groups were at C-4 of (1→3)-β-d-galactopyranose and C-6 of non-reducing terminal galactose residues. In addition, the ketals of pyruvic acid were found at 3,4- of non-reducing terminal galactose residues forming a five-membered ring. CP2-1 possessed a high anticoagulant activity as assessed by the activated partial thromboplastin time and thrombin time assays. The investigation demonstrated that CP2-1 was an anticoagulant-active sulfated polysaccharide distinguishing from other sulfated polysaccharides from marine green algae. |
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AbstractList | A sulfated polysaccharide, designated CP2-1, was isolated from the green alga Codium divaricatum by water extraction and purified by anion-exchange and size-exclusion chromatography. CP2-1 is a galactan which is highly sulfated and substituted with pyruvic acid ketals. On the basis of chemical and spectroscopic analyses, the backbone of CP2-1 was mainly composed of (1→3)-β-d-galactopyranose residues, branched by single (1→)-β-d-galactopyranose units attached to the main chain at C-4 positions. The degree of branching was estimated to be about 12.2%. Sulfate groups were at C-4 of (1→3)-β-d-galactopyranose and C-6 of non-reducing terminal galactose residues. In addition, the ketals of pyruvic acid were found at 3,4- of non-reducing terminal galactose residues forming a five-membered ring. CP2-1 possessed a high anticoagulant activity as assessed by the activated partial thromboplastin time and thrombin time assays. The investigation demonstrated that CP2-1 was an anticoagulant-active sulfated polysaccharide distinguishing from other sulfated polysaccharides from marine green algae. A sulfated polysaccharide, designated CP2-1, was isolated from the green alga Codium divaricatum by water extraction and purified by anion-exchange and size-exclusion chromatography. CP2-1 is a galactan which is highly sulfated and substituted with pyruvic acid ketals. On the basis of chemical and spectroscopic analyses, the backbone of CP2-1 was mainly composed of (1 arrow right 3)- beta -d-galactopyranose residues, branched by single (1 arrow right )- beta -d-galactopyranose units attached to the main chain at C-4 positions. The degree of branching was estimated to be about 12.2%. Sulfate groups were at C-4 of (1 arrow right 3)- beta -d-galactopyranose and C-6 of non-reducing terminal galactose residues. In addition, the ketals of pyruvic acid were found at 3,4- of non-reducing terminal galactose residues forming a five-membered ring. CP2-1 possessed a high anticoagulant activity as assessed by the activated partial thromboplastin time and thrombin time assays. The investigation demonstrated that CP2-1 was an anticoagulant-active sulfated polysaccharide distinguishing from other sulfated polysaccharides from marine green algae. •A pyruvated galactan sulfate CP2-1 was isolated from green alga Codium divaricatum.•Backbone of CP2-1 consisted of galactopyranose residues with a small degree of branching.•Pyruvate formed five-membered cyclic ketals with O-3 and O-4 of galactose residues.•CP2-1 possessed a high anticoagulant activity in vitro. A sulfated polysaccharide, designated CP2-1, was isolated from the green alga Codium divaricatum by water extraction and purified by anion-exchange and size-exclusion chromatography. CP2-1 is a galactan which is highly sulfated and substituted with pyruvic acid ketals. On the basis of chemical and spectroscopic analyses, the backbone of CP2-1 was mainly composed of (1→3)-β-d-galactopyranose residues, branched by single (1→)-β-d-galactopyranose units attached to the main chain at C-4 positions. The degree of branching was estimated to be about 12.2%. Sulfate groups were at C-4 of (1→3)-β-d-galactopyranose and C-6 of non-reducing terminal galactose residues. In addition, the ketals of pyruvic acid were found at 3,4- of non-reducing terminal galactose residues forming a five-membered ring. CP2-1 possessed a high anticoagulant activity as assessed by the activated partial thromboplastin time and thrombin time assays. The investigation demonstrated that CP2-1 was an anticoagulant-active sulfated polysaccharide distinguishing from other sulfated polysaccharides from marine green algae. |
Author | Wang, Shuyao Chen, Chenglong Liu, Xue Li, Na Xia, Zheng Cao, Sujian Yan, Mengxia Xiao, Bo Zhang, Lifang Mao, Wenjun |
Author_xml | – sequence: 1 givenname: Na surname: Li fullname: Li, Na – sequence: 2 givenname: Wenjun surname: Mao fullname: Mao, Wenjun email: wenjunmqd@hotmail.com – sequence: 3 givenname: Mengxia surname: Yan fullname: Yan, Mengxia – sequence: 4 givenname: Xue surname: Liu fullname: Liu, Xue – sequence: 5 givenname: Zheng surname: Xia fullname: Xia, Zheng – sequence: 6 givenname: Shuyao surname: Wang fullname: Wang, Shuyao – sequence: 7 givenname: Bo surname: Xiao fullname: Xiao, Bo – sequence: 8 givenname: Chenglong surname: Chen fullname: Chen, Chenglong – sequence: 9 givenname: Lifang surname: Zhang fullname: Zhang, Lifang – sequence: 10 givenname: Sujian surname: Cao fullname: Cao, Sujian |
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Keywords | Codium divaricatum Marine green alga Sulfated polysaccharide Structural characterization Anticoagulant activity |
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Snippet | •A pyruvated galactan sulfate CP2-1 was isolated from green alga Codium divaricatum.•Backbone of CP2-1 consisted of galactopyranose residues with a small... A sulfated polysaccharide, designated CP2-1, was isolated from the green alga Codium divaricatum by water extraction and purified by anion-exchange and... |
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SubjectTerms | Anticoagulant activity Anticoagulants - chemistry Anticoagulants - pharmacology Carbohydrate Sequence Chlorophyta - chemistry Codium divaricatum Humans Marine green alga Methylation Molecular Sequence Data Partial Thromboplastin Time Polysaccharides - chemistry Polysaccharides - pharmacology Structural characterization Sulfated polysaccharide Sulfates - chemistry Thrombin Time Water - chemistry |
Title | Structural characterization and anticoagulant activity of a sulfated polysaccharide from the green alga Codium divaricatum |
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