Thiol/acrylate-modified PEO-PPO-PEO triblocks used as reactive and thermosensitive copolymers

Biomacromolecules. 2008 Oct;9(10):2621-8. doi: 10.1021/bm800573e. Epub 2008 Aug 19.

Abstract

The reactive thermal-sensitive hydrogels, which combined the reversible thermosensitive and mild reactive property, were designed based on thiol-ene reaction in physiological conditions between thiol and acrylate capped thermosensitive Poloxamer 188. The modified P188A, P188SH, and their reactivity were characterized by (1)H NMR, FT-IR, GPC, DSC, Ellman method, and Rheometer. It was found that the thiol-ene reaction was pH and thermal-sensitive. There was 77.7% SH involved into the reaction at 37.0 degrees C and pH 7.4 within the first 30 min. The most of molecules reacted as CC/SH mol ratio was 1.5. The exothermic thiol-ene reaction was mild, with about DeltaH = -91.18 J/g changes. The multiblocks or network structure limited the dissolution of hydrogel, correspondingly the gel's duration and the release time of methylene blue were prolonged to 124 h. The experimental results indicated the reactive thermal-sensitive hydrogel's potential applications in drug delivery, tissue engineering, and cell encapsulation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrylates / chemistry*
  • Biocompatible Materials / chemistry
  • Calorimetry, Differential Scanning / methods
  • Chromatography, Gas / methods
  • Drug Delivery Systems
  • Gels / chemistry
  • Hydrogels / chemistry
  • Hydrogen-Ion Concentration
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Polyethylene Glycols / chemistry*
  • Polymers / chemistry*
  • Propylene Glycols / chemistry*
  • Spectroscopy, Fourier Transform Infrared
  • Sulfhydryl Compounds / chemistry*
  • Tissue Engineering / methods

Substances

  • Acrylates
  • Biocompatible Materials
  • Gels
  • Hydrogels
  • PEO-PPO-PEO
  • Polymers
  • Propylene Glycols
  • Sulfhydryl Compounds
  • Polyethylene Glycols