Sulfated Alginates as Heparin Analogues: A Review of Chemical and Functional Properties

Molecules. 2017 May 11;22(5):778. doi: 10.3390/molecules22050778.

Abstract

Heparin is widely recognized for its potent anticoagulating effects, but has an additional wide range of biological properties due to its high negative charge and heterogeneous molecular structure. This heterogeneity has been one of the factors in motivating the exploration of functional analogues with a more predictable modification pattern and monosaccharide sequence, that can aid in elucidating structure-function relationships and further be structurally customized to fine-tune physical and biological properties toward novel therapeutic applications and biomaterials. Alginates have been of great interest in biomedicine due to their inherent biocompatibility, gentle gelling conditions, and structural versatility from chemo-enzymatic engineering, but display limited interactions with cells and biomolecules that are characteristic of heparin and the other glycosaminoglycans (GAGs) of the extracellular environment. Here, we review the chemistry and physical and biological properties of sulfated alginates as structural and functional heparin analogues, and discuss how they may be utilized in applications where the use of heparin and other sulfated GAGs is challenging and limited.

Keywords: alginate; biomaterials; heparin; sulfated alginate.

Publication types

  • Review

MeSH terms

  • Alginates / chemistry
  • Alginates / pharmacology*
  • Anticoagulants / chemistry
  • Anticoagulants / pharmacology*
  • Blood Coagulation / drug effects*
  • Carbohydrate Sequence
  • Complement System Proteins / genetics
  • Complement System Proteins / immunology
  • Gene Expression Regulation / drug effects*
  • Glucuronic Acid / chemistry
  • Glycosaminoglycans / chemistry*
  • Heparin / analogs & derivatives
  • Heparin / chemistry
  • Heparin / pharmacology*
  • Hexuronic Acids / chemistry
  • Humans
  • NF-kappa B / antagonists & inhibitors
  • NF-kappa B / genetics
  • NF-kappa B / immunology
  • Sulfates / chemistry*
  • Transcription, Genetic / drug effects
  • p38 Mitogen-Activated Protein Kinases / antagonists & inhibitors
  • p38 Mitogen-Activated Protein Kinases / genetics
  • p38 Mitogen-Activated Protein Kinases / immunology

Substances

  • Alginates
  • Anticoagulants
  • Glycosaminoglycans
  • Hexuronic Acids
  • NF-kappa B
  • Sulfates
  • Glucuronic Acid
  • Heparin
  • Complement System Proteins
  • p38 Mitogen-Activated Protein Kinases