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

Subhendu Sekhar Bag, Subhashis Jana, Afsana Yashmeen, Suranjan De

Research output: Contribution to journalArticlepeer-review

19 Scopus citations

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 forAlTAA 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.

Original languageEnglish
Pages (from-to)5242-5245
Number of pages4
JournalChemical Communications
Volume51
Issue number25
DOIs
StatePublished - 28 Mar 2015
Externally publishedYes

Bibliographical note

Publisher Copyright:
© The Royal Society of Chemistry.

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