Jump to main content
Jump to site search


Formation of Supramolecular Single and Double Helix-like Structures by Designed Tripeptides

Abstract

The conformation and self-assembly of an N- and C- protected tripeptide, Boc-Gly-L-Phg-D-Phe-OMe (1, Phg: Phenylglycine) and Boc-Gly-L-Phg-D-Phg-OMe (2) have been investigated. The effect of the insertion of two non-coded amino acid residues, L-Phg/D-Phe and L-Phg/D-Phg, consecutively on the structure of two tripepetides has been investigated. The single-crystal X-ray diffraction analysis of 1 and 2 suggested that both peptides adopted anti-parallel β-sheet structure but they further self-assembled to form a supramolecular single helix and double helix-like architectures, respectively, by various non-covalent interactions in the crystalline state. To the best of our knowledge, this is the first crystallographic report where alternating D/L unnatural amino acid containing small tripeptide exhibited double helix-like architecture. The conformation of these peptides was examined by 2D NMR, solvent dependent NMR titration, and CD spectroscopic studies in solution. Peptide 1 and 2 self-aggregated to form a bunch of flower-petals-like and flower-like architecture, respectively, in an acetonitrile-water medium under field emission scanning electron microscope (FESEM).

Back to tab navigation

Supplementary files

Publication details

The article was received on 27 Jul 2019, accepted on 05 Aug 2019 and first published on 05 Aug 2019


Article type: Paper
DOI: 10.1039/C9CE01168D
CrystEngComm, 2019, Accepted Manuscript

  •   Request permissions

    Formation of Supramolecular Single and Double Helix-like Structures by Designed Tripeptides

    R. S. Giri and B. Mandal, CrystEngComm, 2019, Accepted Manuscript , DOI: 10.1039/C9CE01168D

Search articles by author

Spotlight

Advertisements