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 ⴽⵜⵓ 2014
Accepted
10 ⴷⵓⵊ 2014
First published
10 ⴷⵓⵊ 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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements