Readily prepared dynamic hydrogels by combining phenyl boronic acid- and maltose-modified anionic polysaccharides at neutral pH

Macromol Rapid Commun. 2014 Dec;35(24):2089-95. doi: 10.1002/marc.201400477. Epub 2014 Nov 10.

Abstract

Dynamic covalent hydrogels are facilely prepared from biocompatible polysaccharides in physiological conditions by the formation of phenylboronate ester cross-links. This is based on the simple mixing of carboxylate-containing polysaccharides (i.e., hyaluronic acid or carboxymethylcellulose) modified with phenylboronic acid and maltose moieties according to mild coupling reactions performed in aqueous solution. The formation of dynamic networks based on reversible boronic-ester cross-links is demonstrated by analyzing their rheological behavior. This study shows that these gels can adapt their structure in response to chemical stimuli such as variations in pH or addition of glucose and self-heal.

Keywords: dynamic covalent hydrogels; hyaluronic acid; phenylboronate esters; polysaccharides; rheology.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anions
  • Boronic Acids / chemistry*
  • Calorimetry
  • Elastic Modulus
  • Hyaluronic Acid / chemistry
  • Hydrogels / chemical synthesis*
  • Hydrogels / chemistry*
  • Hydrogen-Ion Concentration
  • Maltose / chemistry*
  • Polysaccharides / chemistry*
  • Rheology

Substances

  • Anions
  • Boronic Acids
  • Hydrogels
  • Polysaccharides
  • Maltose
  • Hyaluronic Acid
  • benzeneboronic acid