Synthesis and Conformational Study of Model Peptides Containing N-Substituted 3-Aminoazetidine-3-carboxylic Acids
作者： Asta Žukauskaitė , Alessandro Moretto , Cristina Peggion , Marta De Zotti , Algirdas Šačkus
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摘要: Model peptides containing N-substituted 3-aminoazetidine-3-carboxylic acids have been synthesized to investigate the conformational features of these C-tetrasubstituted amino acids. The target were designed and prepared by classical synthetic methods in solution, exploiting convenient 3-azidoazetidine-3-carboxylic as precursors. preferences newly investigated solution IR NMR spectroscopy. It was observed that acid moiety is likely a -turn inducer. In addition, an interesting main-chain-to-side-chain hydrogen bond forms six-membered pseudo-cycle detected. connects nitrogen (acceptor) azetidine ring amide NH (donor) immediately following residue. This unexpected increases number options offered when designing foldamers with new predictable 3D structures.
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