Controlling self-assembly of diphenylalanine peptides at high pH using heterocyclic capping groups

Sci Rep. 2017 Mar 8:7:43947. doi: 10.1038/srep43947.

Abstract

Using small angle neutron scattering (SANS), it is shown that the existence of pre-assembled structures at high pH for a capped diphenylalanine hydrogel is controlled by the selection of N-terminal heterocyclic capping group, namely indole or carbazole. At high pH, changing from a somewhat hydrophilic indole capping group to a more hydrophobic carbazole capping group results in a shift from a high proportion of monomers to self-assembled fibers or wormlike micelles. The presence of these different self-assembled structures at high pH is confirmed through NMR and circular dichroism spectroscopy, scanning probe microscopy and cryogenic transmission electron microscopy.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Circular Dichroism
  • Cryoelectron Microscopy
  • Dipeptides
  • Hydrogels / chemistry
  • Hydrogen-Ion Concentration
  • Hydrophobic and Hydrophilic Interactions
  • Magnetic Resonance Spectroscopy
  • Microscopy, Atomic Force
  • Neutron Diffraction
  • Phenylalanine / analogs & derivatives*
  • Phenylalanine / chemistry
  • Scattering, Small Angle

Substances

  • Dipeptides
  • Hydrogels
  • phenylalanylphenylalanine
  • Phenylalanine