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
Main Authors: Li, Na, Mao, Wenjun, Yan, Mengxia, Liu, Xue, Xia, Zheng, Wang, Shuyao, Xiao, Bo, Chen, Chenglong, Zhang, Lifang, Cao, Sujian
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Published: England Elsevier Ltd 05-05-2015
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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.
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
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  fullname: Cao, Sujian
BackLink https://www.ncbi.nlm.nih.gov/pubmed/25659687$$D View this record in MEDLINE/PubMed
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Keywords Codium divaricatum
Marine green alga
Sulfated polysaccharide
Structural characterization
Anticoagulant activity
Language English
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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
URI https://dx.doi.org/10.1016/j.carbpol.2014.12.036
https://www.ncbi.nlm.nih.gov/pubmed/25659687
https://search.proquest.com/docview/1653130564
https://search.proquest.com/docview/1660384924
Volume 121
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