Triazolo-β-aza-ε-amino acid and its aromatic analogue as novel scaffolds for β-turn peptidomimetics
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...
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| Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2015-03, Vol.51 (25), p.5242-5245 |
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| container_issue | 25 |
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| container_title | Chemical communications (Cambridge, England) |
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| creator | Bag, Subhendu Sekhar Jana, Subhashis Yashmeen, Afsana De, Suranjan |
| description | 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. |
| doi_str_mv | 10.1039/c4cc08414d |
| format | Article |
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| fulltext | fulltext |
| identifier | ISSN: 1359-7345 |
| ispartof | Chemical communications (Cambridge, England), 2015-03, Vol.51 (25), p.5242-5245 |
| issn | 1359-7345 1364-548X |
| language | eng |
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| source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Amino acids Amino Acids - chemistry Analogue Backbone Chirality Constraints Folding Fretting Hydrocarbons, Aromatic - chemistry Molecular Dynamics Simulation Molecular Structure Peptidomimetics Scaffolds Triazoles - chemistry |
| title | Triazolo-β-aza-ε-amino acid and its aromatic analogue as novel scaffolds for β-turn peptidomimetics |
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