The crosslinking of polysaccharides with polyamines and dextran-polyallylamine antibacterial hydrogels

Int J Biol Macromol. 2015 Jan:72:88-93. doi: 10.1016/j.ijbiomac.2014.08.003. Epub 2014 Aug 13.

Abstract

A facile modular approach to rapidly prepare pH-responsive hydrogels by crosslinking polysaccharides with polyamines is demonstrated. Hydrogels are prepared by first reacting the less reactive polysaccharides with the cross-linker epichlorohydrin and completed by the addition of polyamines. The crosslinking of polysaccharides with polyamines provides a facile method for incorporating functionality into polysaccharide based hydrogels. This process is demonstrated with the polysaccharides dextran, pullulan and carboxymethyl cellulose and with the polyamines polyallylamine and polyethylene imine. The hydrogels were characterized by FTIR and swelling studies, which showed pH-dependent swelling due to the presence of the polyamine. The hydrogels can also be tailored by varying the mass ratio between the polysaccharide and polyamine. Absorption studies of organic analytes showed the polyamine content affecting the uptake of a charged substrate (methylene blue) and no effect on a neutral substrate (6-methyl coumarin). This synthetic method was also used to prepare hydrogels with antibacterial activity against E. coli and S. aureus by utilizing an amphiphilic polyallylamine.

Keywords: Anti-bacterial hydrogel; Polysaccharide polyamine hydrogel; pH-responsive hydrogel.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Absorption, Physicochemical
  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Cross-Linking Reagents / pharmacology*
  • Dextrans / chemical synthesis
  • Dextrans / chemistry
  • Dextrans / pharmacology*
  • Escherichia coli / drug effects
  • Hydrogels / chemical synthesis
  • Hydrogels / chemistry
  • Hydrogels / pharmacology*
  • Microbial Sensitivity Tests
  • Polyamines / chemical synthesis
  • Polyamines / chemistry
  • Polyamines / pharmacology*
  • Spectroscopy, Fourier Transform Infrared
  • Staphylococcus aureus / drug effects

Substances

  • Anti-Bacterial Agents
  • Cross-Linking Reagents
  • Dextrans
  • Hydrogels
  • Polyamines
  • polyallylamine