Biomimetic dopamine-diels-alder switches

Macromol Rapid Commun. 2013 Apr 25;34(8):640-4. doi: 10.1002/marc.201300094. Epub 2013 Mar 12.

Abstract

Mussel adhesives function as tools for surface modifications of a wide variety of materials due to their remarkable adhesion properties. Herein, a combination of bioinspired mussel adhesives based on a dopamine derivative, polymer chemistry, and well-established Diels-Alder (DA) chemistry leads to a bioinspired switchable surface system that possesses the capability of attaching and detaching specific polymers on demand. A dopaminemaleimide compound, which has been attached to a gold surface under maritime conditions undergoes DA- and retro-DA-click-conjugations with cyclopentadiene-carrying PEG chains. The surface attachment and the subsequent DA/rDA cycles are evidenced via XPS analysis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adhesives / chemistry
  • Biomimetic Materials / chemical synthesis
  • Biomimetic Materials / chemistry*
  • Click Chemistry
  • Cycloaddition Reaction
  • Dopamine / chemistry*
  • Gold / chemistry
  • Maleimides / chemistry
  • Photoelectron Spectroscopy
  • Polymerization
  • Surface Properties

Substances

  • Adhesives
  • Maleimides
  • maleimide
  • Gold
  • Dopamine