Phosphodiester Hydrogels for Cell Scaffolding and Drug Release Applications

Macromol Biosci. 2019 Jul;19(7):e1900090. doi: 10.1002/mabi.201900090. Epub 2019 Jun 5.

Abstract

Given the major structural role phosphodiesters play in the organism it is surprising they have not been more widely adopted as a building block in sophisticated biomimetic hydrogels and other biomaterials. The potential benefits are substantial: phosphoester-based materials show excellent compatibility with blood, cells, and a remarkable resistance to protein adsorption that may trigger a foreign-body response. In this work, a novel class of phosphodiester-based ionic hydrogels is presented which are crosslinked via a phosphodiester moiety. The material shows good compatibility with blood, supports the growth and proliferation of tissue and presents opportunities for use as a drug release matrix as shown with fluorescent model compounds. The final gel is produced via base-induced elimination from a phosphotriester precursor, which is made by the free-radical polymerization of a phosphotriester crosslinker. This crosslinker is easily synthesized via multigram one-pot procedures out of common laboratory chemicals. Via the addition of various comonomers the properties of the final gel may be tuned leading to a wide range of novel applications for this exciting class of materials.

Keywords: biomaterials; hemocompatibility; hydrogels; phosphodiesters.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Dimethyl Sulfoxide / chemistry
  • Drug Liberation*
  • Esters / chemistry*
  • Fluorescent Dyes / chemistry
  • Fluorescent Dyes / metabolism
  • Freeze Drying
  • Hydrogels / chemistry*
  • Magnetic Resonance Spectroscopy
  • Materials Testing
  • Myocytes, Smooth Muscle / cytology
  • Swine
  • Tissue Scaffolds / chemistry*

Substances

  • Esters
  • Fluorescent Dyes
  • Hydrogels
  • Dimethyl Sulfoxide