Controlling self-assembly of diphenylalanine peptides at high pH using heterocyclic capping groups.
Adam D Martin, Jonathan P Wojciechowski, Andrew B Robinson, Celine Heu, Christopher J Garvey, Julian Ratcliffe, Lynne J Waddington, James Gardiner, Pall Thordarson
Author Information
Adam D Martin: School of Chemistry, The Australian Centre for Nanomedicine and the ARC Centre for Convergent Bio-Nano Science and Technology, University of New South Wales, Sydney, NSW, 2052, Australia.
Jonathan P Wojciechowski: School of Chemistry, The Australian Centre for Nanomedicine and the ARC Centre for Convergent Bio-Nano Science and Technology, University of New South Wales, Sydney, NSW, 2052, Australia.
Andrew B Robinson: School of Chemistry, The Australian Centre for Nanomedicine and the ARC Centre for Convergent Bio-Nano Science and Technology, University of New South Wales, Sydney, NSW, 2052, Australia.
Celine Heu: School of Chemistry, The Australian Centre for Nanomedicine and the ARC Centre for Convergent Bio-Nano Science and Technology, University of New South Wales, Sydney, NSW, 2052, Australia.
Christopher J Garvey: Australian Nuclear Science and Technology Organisation, New Illawarra Rd, Lucas Heights, NSW, 2231, Australia.
Julian Ratcliffe: CSIRO Manufacturing, Bayview Ave, Clayton, Victoria 3168, Australia.
James Gardiner: CSIRO Manufacturing, Bayview Ave, Clayton, Victoria 3168, Australia.
Pall Thordarson: School of Chemistry, The Australian Centre for Nanomedicine and the ARC Centre for Convergent Bio-Nano Science and Technology, University of New South Wales, Sydney, NSW, 2052, Australia.
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.
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