Intramolecular interactions of a phenyl/perfluorophenyl pair in the formation of supramolecular nanofibers and hydrogels

Angew Chem Int Ed Engl. 2014 Feb 10;53(7):1921-7. doi: 10.1002/anie.201307500. Epub 2014 Jan 13.

Abstract

A new system for the incorporation of a phenyl/perfluorophenyl pair in the structure of a peptide hydrogelator was developed. The strategy is based on the idea that the integration of an end-capped perfluorophenyl group and a phenylalanine with a phenyl moiety in the side chain forms an intramolecular phenyl/perfluorophenyl pair, which can be used to promote the formation of the supramolecular nanofibers and hydrogels. This work illustrates the importance of structure-hydrogelation relationship and provides new insights into the design of self-assembly nanobiomaterials.

Keywords: hydrogels; nanofibers; noncovalent interactions; self-assembly; supramolecular chemistry.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Fluorobenzenes / chemistry*
  • Humans
  • Hydrogels / chemistry*
  • Molecular Sequence Data
  • Nanofibers / chemistry*
  • Peptides / chemical synthesis
  • Peptides / chemistry
  • Phenylalanine / chemistry

Substances

  • Fluorobenzenes
  • Hydrogels
  • Peptides
  • Phenylalanine