title: 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 ((Al)TAA/(Ar)TAA) in the peptide backbone mark a novel class of conformationally constrained molecular scaffolds to induce β-turn conformations. This was demonstrated for (Al)TAA 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, (Ar)TAA, which in a short tripeptide backbone acted as a β-turn mimic as a β-sheet folding nucleator.
authors.affiliation: Bioorganic Chemistry Laboratory, Department of Chemistry, Indian Institute of Technology Guwahati, North Guwhati-781039, Assam, India. ssbag75@iitg.ernet.in.
authors.forename: Subhendu Sekhar
authors.initials: SS
authors.lastname: Bag
authors.forename: Subhashis
authors.initials: S
authors.lastname: Jana
authors.forename: Afsana
authors.initials: A
authors.lastname: Yashmeen
authors.forename: Suranjan
authors.initials: S
authors.lastname: De
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D056004:Molecular Dynamics Simulation; D015394:Molecular Structure; D057786:Peptidomimetics; D014230:Triazoles / Q000737:chemistry*
chemical_list: D000596:Amino Acids; D006841:Hydrocarbons, Aromatic; D057786:Peptidomimetics; D014230:Triazoles