Redox- and pH-responsive cysteamine-modified poly(aspartic acid) showing a reversible sol-gel transition

Macromol Biosci. 2013 May;13(5):633-40. doi: 10.1002/mabi.201200420. Epub 2013 Mar 19.

Abstract

Synthesis and characterization of a pH- and redox-sensitive hydrogel of poly(aspartic acid) are reported. Reversible gelation and dissolution are achieved both in dimethylformamide and in aqueous medium via a thiol-disulphide interconversion in the side chain of the polymers. Structural changes are confirmed by Raman microscopy and rheological measurements. Injectable aqueous solutions of thiolated poly(aspartic acid) can be converted into mechanically stable gels by oxidation, which can be useful for drug encapsulation and targeted delivery. Reduction-facilitated release of an entrapped drug from disulphide cross-linked hydrogels is studied.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aspartic Acid / analogs & derivatives
  • Aspartic Acid / chemical synthesis
  • Aspartic Acid / chemistry
  • Benzophenoneidum / pharmacology
  • Cross-Linking Reagents / chemistry
  • Cysteamine / chemistry*
  • Disulfides / chemistry
  • Drug Compounding
  • Hydrogels / chemistry
  • Hydrogen-Ion Concentration
  • Oxidation-Reduction
  • Peptides / chemical synthesis
  • Peptides / chemistry*
  • Phase Transition* / drug effects
  • Rheology / drug effects
  • Spectrum Analysis, Raman

Substances

  • Cross-Linking Reagents
  • Disulfides
  • Hydrogels
  • Peptides
  • Benzophenoneidum
  • polyaspartate
  • poly-DL-succinimide
  • Aspartic Acid
  • Cysteamine