Jump to main content
Jump to site search

Issue 40, 2017
Previous Article Next Article

The templation effect as a driving force for the self-assembly of hydrogen-bonded peptidic capsules in competitive media

Author affiliations

Abstract

Peptide-based cavitands (resorcin[4]arenes substituted with histidine and glutamine hydrazides) exist as monomeric species in polar solvents (DMSO and methanol). Upon complexation of fullerenes, the cavitands wrap around the hydrophobic guests forming dimeric capsular shells (as evidenced by DOSY). The self-assembly of the cavitands is based on the formation of beta-sheet-like binding motifs around the hydrophobic core. In a polar environment, these hydrogen bonded structures are kinetically stable and highly ordered as manifested by a 100-fold increase of intensity of circular dichroism bands, as well as a separate set of signals and substantial differences in chemical shifts in NMR spectra. This behavior resembles a protein folding process at the molten globule stage with non-specific hydrophobic interactions creating a protective and favourable local environment for the formation of secondary structures of proteins.

Graphical abstract: The templation effect as a driving force for the self-assembly of hydrogen-bonded peptidic capsules in competitive media

Back to tab navigation

Supplementary files

Publication details

The article was received on 02 Aug 2017, accepted on 24 Aug 2017 and first published on 01 Sep 2017


Article type: Paper
DOI: 10.1039/C7OB01925D
Citation: Org. Biomol. Chem., 2017,15, 8513-8517
  • Open access: Creative Commons BY license
  •   Request permissions

    The templation effect as a driving force for the self-assembly of hydrogen-bonded peptidic capsules in competitive media

    M. Grajda, M. J. Lewińska and A. Szumna, Org. Biomol. Chem., 2017, 15, 8513
    DOI: 10.1039/C7OB01925D

    This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material.

    Reproduced material should be attributed as follows:

    • For reproduction of material from NJC:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
    • For reproduction of material from PCCP:
      [Original citation] - Published by the PCCP Owner Societies.
    • For reproduction of material from PPS:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
    • For reproduction of material from all other RSC journals:
      [Original citation] - Published by The Royal Society of Chemistry.

    Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.

Search articles by author

Spotlight

Advertisements