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Specific sulfation and glycosylation-a structural combination for the anticoagulation of marine carbohydrates.
Front Cell Infect Microbiol. 2014; 4:33.FC

Abstract

Based on considered achievements of the last 25 years, specific combinations of sulfation patterns and glycosylation types have been proved to be key structural players for the anticoagulant activity of certain marine glycans. These conclusions were obtained from comparative and systematic analyses on the structure-anticoagulation relationships of chemically well-defined sulfated polysaccharides of marine invertebrates and red algae. These sulfated polysaccharides are known as sulfated fucans (SFs), sulfated galactans (SGs) and glycosaminoglycans (GAGs). The structural combinations necessary for the anticoagulant activities are the 2-sulfation in α-L-SGs, the 2,4-di-sulfation in α-L-fucopyranosyl units found as composing units of certain sea-urchin and sea-cucumber linear SFs, or as branching units of the fucosylated chondroitin sulfate, a unique GAG from sea-cucumbers. Another unique GAG type from marine organisms is the dermatan sulfate isolated from ascidians. The high levels of 4-sulfation at the galactosamine units combined with certain levels of 2-sulfation at the iduronic acid units is the anticoagulant structural requirements of these GAGs. When the backbones of red algal SGs are homogeneous, the anticoagulation is proportionally dependent of their sulfation content. Finally, 4-sulfation was observed to be the structural motif required to enhance the inhibition of thrombin via heparin cofactor-II by invertebrate SFs.

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Authors+Show Affiliations

Pomin VH
Program of Glycobiology, Institute of Medical Biochemistry Leopoldo de Meis, University Hospital Clementino Fraga Filho, Federal University of Rio de Janeiro Rio de Janeiro, Brazil.
Mourão PA
Program of Glycobiology, Institute of Medical Biochemistry Leopoldo de Meis, University Hospital Clementino Fraga Filho, Federal University of Rio de Janeiro Rio de Janeiro, Brazil.

MeSH

AnimalsAnticoagulantsAquatic OrganismsGlycosylationInvertebratesPolysaccharidesRhodophytaStructure-Activity RelationshipSulfuric Acid Esters

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't
Review

Language

eng

PubMed ID

24639954

Citation

Pomin, Vitor H., and Paulo A S. Mourão. "Specific Sulfation and Glycosylation-a Structural Combination for the Anticoagulation of Marine Carbohydrates." Frontiers in Cellular and Infection Microbiology, vol. 4, 2014, p. 33.
Pomin VH, Mourão PA. Specific sulfation and glycosylation-a structural combination for the anticoagulation of marine carbohydrates. Front Cell Infect Microbiol. 2014;4:33.
Pomin, V. H., & Mourão, P. A. (2014). Specific sulfation and glycosylation-a structural combination for the anticoagulation of marine carbohydrates. Frontiers in Cellular and Infection Microbiology, 4, 33. https://doi.org/10.3389/fcimb.2014.00033
Pomin VH, Mourão PA. Specific Sulfation and Glycosylation-a Structural Combination for the Anticoagulation of Marine Carbohydrates. Front Cell Infect Microbiol. 2014;4:33. PubMed PMID: 24639954.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Specific sulfation and glycosylation-a structural combination for the anticoagulation of marine carbohydrates. AU - Pomin,Vitor H, AU - Mourão,Paulo A S, Y1 - 2014/03/06/ PY - 2014/01/22/received PY - 2014/02/19/accepted PY - 2014/3/19/entrez PY - 2014/3/19/pubmed PY - 2014/9/23/medline KW - algae KW - carbohydrate-based drug development KW - fucosylated chondroitin sulfate KW - sea cucumber KW - sea urchin KW - sulfated fucan KW - sulfated galactan SP - 33 EP - 33 JF - Frontiers in cellular and infection microbiology JO - Front Cell Infect Microbiol VL - 4 N2 - Based on considered achievements of the last 25 years, specific combinations of sulfation patterns and glycosylation types have been proved to be key structural players for the anticoagulant activity of certain marine glycans. These conclusions were obtained from comparative and systematic analyses on the structure-anticoagulation relationships of chemically well-defined sulfated polysaccharides of marine invertebrates and red algae. These sulfated polysaccharides are known as sulfated fucans (SFs), sulfated galactans (SGs) and glycosaminoglycans (GAGs). The structural combinations necessary for the anticoagulant activities are the 2-sulfation in α-L-SGs, the 2,4-di-sulfation in α-L-fucopyranosyl units found as composing units of certain sea-urchin and sea-cucumber linear SFs, or as branching units of the fucosylated chondroitin sulfate, a unique GAG from sea-cucumbers. Another unique GAG type from marine organisms is the dermatan sulfate isolated from ascidians. The high levels of 4-sulfation at the galactosamine units combined with certain levels of 2-sulfation at the iduronic acid units is the anticoagulant structural requirements of these GAGs. When the backbones of red algal SGs are homogeneous, the anticoagulation is proportionally dependent of their sulfation content. Finally, 4-sulfation was observed to be the structural motif required to enhance the inhibition of thrombin via heparin cofactor-II by invertebrate SFs. SN - 2235-2988 UR - https://www.unboundmedicine.com/medline/citation/24639954/Specific_sulfation_and_glycosylation_a_structural_combination_for_the_anticoagulation_of_marine_carbohydrates_ DB - PRIME DP - Unbound Medicine ER -