Tuneable Fmoc-Phe-(4-X)-Phe-NH₂ nanostructures by variable electronic substitution

Chem Commun (Camb). 2014 Sep 21;50(73):10630-3. doi: 10.1039/c4cc04926h. Epub 2014 Jul 30.

Abstract

Supramolecular structures were produced by in situ enzymatic condensation of Fmoc-Phe-(4-X), where X denotes electron withdrawing or donating groups, with Phe-NH2. The relative contribution of π-stacking and H-bonding interactions can be regulated by the nature of X, resulting in tuneable nanoscale morphologies.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biocatalysis
  • Dipeptides / chemistry*
  • Dipeptides / metabolism
  • Hydrogen Bonding
  • Microscopy, Electron, Transmission
  • Nanostructures / chemistry*
  • Phenylalanine / chemistry*
  • Thermodynamics
  • Thermolysin / chemistry
  • Thermolysin / metabolism

Substances

  • Dipeptides
  • Phenylalanine
  • Thermolysin