Probing the role of aromaticity in the design of dipeptide based nanostructures

Nanoscale. 2011 Mar;3(3):945-9. doi: 10.1039/c0nr00691b. Epub 2011 Jan 11.

Abstract

Self-assembly of peptide into nanostructures is believed to be stabilized primarily by aromatic interactions. Using a minimalistic approach, we probed the importance of aromatic interactions in the self-assembly of simple model dipeptides. Our results suggest that aromaticity may not be absolutely essential for self-assembly, even though it tends to provide directionality to the assembly. We found that peptides containing cyclic/linear side chain hydrophobic residues were also capable of forming stable self-assemblies that are stabilized by hydrophobic interactions. Our observations will find relevance in the design of small peptide based nanoparticles.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Dipeptides / chemistry*
  • Hydrocarbons, Aromatic / chemistry*
  • Macromolecular Substances / chemistry
  • Materials Testing
  • Molecular Conformation
  • Nanostructures / chemistry*
  • Nanostructures / ultrastructure*
  • Particle Size
  • Surface Properties

Substances

  • Dipeptides
  • Hydrocarbons, Aromatic
  • Macromolecular Substances
  • phenylalanylphenylalanine