Versatile Hyperbranched Poly(β-hydrazide ester) Macromers as Injectable Antioxidative Hydrogels

ACS Appl Mater Interfaces. 2018 Nov 21;10(46):39494-39504. doi: 10.1021/acsami.8b15006. Epub 2018 Nov 12.

Abstract

Synthetic reactive oxygen species (ROS)-responsive biomaterials have emerged as a useful platform for regulating critical aspects of ROS-induced pathologies and can improve such hostile microenvironments. Here, we report a series of new hyperbranched poly(β-hydrazide ester) macromers (HB-PBHEs) with disulfide moieties synthesized via an "A2 + B4" Michael addition approach. The three-dimensional structure of HB-PBHEs with multiacrylate end groups endows the macromers with rapid gelation capabilities to form (1) injectable hydrogels via cross-linking with thiolated hyaluronic acid and (2) robust UV-cross-linked hydrogels. The disulfide-containing macromers and hydrogels exhibit H2O2-responsive degradation compared with the counterparts synthesized by a dihydrazide monomer without disulfide moieties. The cell viability under a high ROS environment can be well-maintained under the protection of the disulfide containing hydrogels.

Keywords: antioxidant; hydrogel; injectable; poly(β-hydrazide ester); tissue engineering.

MeSH terms

  • 3T3 Cells
  • Adipocytes / cytology
  • Animals
  • Antioxidants / chemistry*
  • Azides / chemistry*
  • Biphenyl Compounds / chemistry
  • Cell Survival
  • Coculture Techniques
  • DNA / chemistry
  • Disulfides / chemistry
  • Esters / chemistry*
  • Free Radical Scavengers / chemistry
  • Humans
  • Hydrogels / chemistry*
  • Magnetic Resonance Spectroscopy
  • Mice
  • Picrates / chemistry
  • Protein Conformation
  • Reactive Oxygen Species / chemistry
  • Rheology
  • Spectrophotometry, Ultraviolet
  • Stem Cells / cytology
  • Tissue Engineering

Substances

  • Antioxidants
  • Azides
  • Biphenyl Compounds
  • Disulfides
  • Esters
  • Free Radical Scavengers
  • Hydrogels
  • Picrates
  • Reactive Oxygen Species
  • DNA
  • 1,1-diphenyl-2-picrylhydrazyl