Use of unnatural beta-peptides as a self-assembling component in functional organic fibres

Org Biomol Chem. 2010 Apr 7;8(7):1661-5. doi: 10.1039/b922843h. Epub 2010 Feb 5.

Abstract

A homochiral synthetic dipeptide incorporating two cyclobutyl rings has been used as an assembling unit for the pi-electron-rich tetrathiafulvalene (TTF) moiety. The molecule was prepared and characterised to show all the features of the two components, whereby chirality and pi-function are incorporated in the same species. Supramolecular fibres are formed by the compound, as proven by atomic force microscopy (AFM) and transmission electron microscopy. The dimensions of the nanostructures suggest that the molecules pack into dimeric tapes with the peptide head groups at the centre. Current-sensing AFM shows that once doped, films of the material are capable of conducting electricity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Dipeptides / chemistry*
  • Heterocyclic Compounds / chemistry*
  • Microscopy, Atomic Force
  • Microscopy, Electron, Transmission
  • Nanostructures / chemistry*
  • Nanostructures / ultrastructure

Substances

  • Dipeptides
  • Heterocyclic Compounds
  • tetrathiafulvalene