Light-driven topochemical polymerization under organogel conditions of a symmetrical dipeptide-diacetylene system

J Pept Sci. 2017 Feb;23(2):155-161. doi: 10.1002/psc.2941. Epub 2016 Nov 14.

Abstract

A symmetrical dipeptide-based diacetylene system (DAs) was found to be able to self-assemble in dichloromethane and to form a compact fiber network which resulted in a stable organogel. As a consequence of the organogel formation, we explored the possibility to run a light-induced topochemical polymerization. This is a typical reaction of ordered diacetylene moieties taking advantage from their organized packing mode resulting from fiber formation. Evidence for the generation of peptide-based polydiacetylenes is provided by Raman, UV-Vis, and CD spectroscopies and a set of microscopic techniques. Finally, we succeeded in processing a polymeric composite by use of the electrospinning technique, starting from a mixture of a dipeptide-based diacetylene and polymethyl methacrylate. Copyright © 2016 European Peptide Society and John Wiley & Sons, Ltd.

Keywords: organogel; peptide diacetylene; peptide polyacetylene; self-assembly.

MeSH terms

  • Dipeptides / chemistry*
  • Electrochemical Techniques
  • Gels
  • Light
  • Photochemical Processes
  • Polyacetylene Polymer
  • Polymerization
  • Polymers / chemistry*
  • Polymethyl Methacrylate / chemistry*
  • Polyynes / chemistry*

Substances

  • Dipeptides
  • Gels
  • Polyacetylene Polymer
  • Polymers
  • Polyynes
  • polydiacetylene
  • Polymethyl Methacrylate