2-Alkyl-2-carboxy-azetidines as scaffolds for the induction of γ-turns |
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Authors: | José Luis Baeza |
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Affiliation: | Instituto de Química Médica (CSIC), Juan de la Cierva 3, 28006 Madrid, Spain |
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Abstract: | To investigate the ability of 2-alkyl-2-carboxy-azetidines (Azx) to induce reverse turns when incorporated into peptides, RCO-Azx-l-Ala-NHMe dipeptide derivatives were selected as simplified tetrapeptide models, in which the azetidine residue is incorporated at the i + 1 position. Molecular modelling, 1H NMR and FTIR studies showed the high tendency of the model tetrapeptides to adopt γ-turn conformations, indicating that these azetidine-containing amino acids could serve as general γ-turn promoters. |
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Keywords: | Azetidines Restricted amino acids Peptidomimetics Reverse turns |
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