Issue 25, 2015

Triazolo-β-aza-ε-amino acid and its aromatic analogue as novel scaffolds for β-turn peptidomimetics

Abstract

Triazolo-β-aza-ε-amino acid and its aromatic analogue (AlTAA/ArTAA) in the peptide backbone mark a novel class of conformationally constrained molecular scaffolds to induce β-turn conformations. This was demonstrated for AlTAA in a Leu-enkephalin analogue and in a designed pentapeptide wherein the FRET process was established. Restricted rotation induced chirality and turn conformation into the achiral aromatic amino acid scaffold, ArTAA, which in a short tripeptide backbone acted as a β-turn mimic as a β-sheet folding nucleator.

Graphical abstract: Triazolo-β-aza-ε-amino acid and its aromatic analogue as novel scaffolds for β-turn peptidomimetics

Supplementary files

Article information

Article type
Communication
Submitted
24 okt 2014
Accepted
10 des 2014
First published
10 des 2014

Chem. Commun., 2015,51, 5242-5245

Author version available

Triazolo-β-aza-ε-amino acid and its aromatic analogue as novel scaffolds for β-turn peptidomimetics

S. S. Bag, S. Jana, A. Yashmeen and S. De, Chem. Commun., 2015, 51, 5242 DOI: 10.1039/C4CC08414D

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