Bioinspired bioadhesive polymers: dopa-modified poly(acrylic acid) derivatives

Macromol Biosci. 2012 Nov;12(11):1555-65. doi: 10.1002/mabi.201200179. Epub 2012 Sep 24.

Abstract

The one-step synthesis and characterization of novel bioinspired bioadhesive polymers that contain Dopa, implicated in the extremely adhesive byssal fibers of certain gastropods, is reported. The novel polymers consist of combinations of either of two polyanhydride backbones and one of three amino acids, phenylalanine, tyrosine, or Dopa, grafted as side chains. Dopa-grafted hydrophobic backbone polymers exhibit as much as 2.5 × the fracture strength and 2.8 × the tensile work of bioadhesion of a commercially available poly(acrylic acid) derivative as tested on live, excised, rat intestinal tissue.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrylic Resins / chemistry*
  • Acrylic Resins / pharmacology
  • Adhesiveness
  • Animals
  • Biomimetic Materials / chemical synthesis*
  • Biomimetic Materials / pharmacology
  • Calorimetry, Differential Scanning
  • Dihydroxyphenylalanine / chemistry*
  • Gastropoda / chemistry
  • Intestines / drug effects
  • Magnetic Resonance Spectroscopy
  • Male
  • Materials Testing
  • Methylmethacrylates / chemistry*
  • Methylmethacrylates / pharmacology
  • Phenylalanine / chemistry
  • Rats
  • Rats, Sprague-Dawley
  • Spectroscopy, Fourier Transform Infrared
  • Tensile Strength
  • Tissue Adhesives / chemical synthesis*
  • Tissue Adhesives / pharmacology
  • Tissue Culture Techniques
  • Tyrosine / chemistry

Substances

  • Acrylic Resins
  • Methylmethacrylates
  • Tissue Adhesives
  • Tyrosine
  • Phenylalanine
  • carbopol 940
  • Dihydroxyphenylalanine
  • poly(ethylmethacrylate)