Electroactive and degradable supramolecular microgels

Helin Li, Olga Mergel, Puja Jain, Xin Li, Huan Peng, Khosrow Rahimi, Smriti Singh, Felix A. Plamper*, Andrij Pich*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

11 Citations (Web of Science)

Abstract

In this work, we synthesized electroactive and degradable microgels based on biomacromolecular building blocks, which enable the controlled release of therapeutic drugs. Functional chitosan-poly(hydroquinone) (Ch:PHQ) microgels exhibiting redox-active and pH-sensitive properties were synthesized by an oxidative polymerization in an inverse miniemulsion system. Physically crosslinked microgels were formed by polymerization of hydroquinone in the presence of chitosan through the formation of hydrogen bonds between PHQ and Ch. A series of microgel samples with variable Ch : PHQ ratios were synthesized. These obtained microgels exhibit pH-responsive properties due to the protonation/deprotonation of amino-groups of chitosan in the microgel system. Poly(hydroquinone) is a redox-active polymer exhibiting a two-electron/proton-transfer behavior and conveys this property to the microgels as confirmed by cyclic voltammetry. In addition, the microgels can be switched by electrochemical means: they swell in the oxidized state or shrink in the reduced state. In the presence of urea or lysozyme, the microgels undergo a fast degradation due to the disruption of hydrogen bonds acting as physical crosslinks in the microgel networks or due to the cleavage of glucosidic linkages of the incorporated chitosan scaffold, respectively. Doxorubicin (DOX), an anticancer drug, could be effectively encapsulated into the microgels and released in the presence of an enzyme, indicating that these biodegradable microgels could be used as drug delivery vehicles for tumor cells.

Original languageEnglish
Pages (from-to)8589-8602
Number of pages14
JournalSoft Matter
Volume15
Issue number42
DOIs
Publication statusPublished - 14 Nov 2019

Keywords

  • PHASE-BEHAVIOR
  • CHITOSAN
  • HYDROGEN
  • POLYMERS
  • POLY(N-VINYLCAPROLACTAM)
  • POLYMERIZATION
  • HYDROQUINONE
  • CAPACITORS
  • COLLAPSE
  • SILICA

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