Azetidine-derived amino acids versus proline derivatives. Alternative trends in reverse turn induction

…, MT García-López, R González-Muniz…

Index: Baeza, Jose Luis; Gerona-Navarro, Guillermo; De Vega, M. Jesus Perez; Garcia-Lopez, M. Teresa; Gonzalez-Muniz, Rosario; Martin-Martinez, Mercedes Journal of Organic Chemistry, 2008 , vol. 73, # 5 p. 1704 - 1715

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Citation Number: 36

Abstract

The influence of 2-alkyl-2-carboxyazetidines (Aze) on the 3D structure of model tetrapeptides R2CO-2-R1Aze-l-Ala-NHMe has been analyzed by molecular modeling, 1H NMR, and FT-IR studies. The conformational constraints introduced by the four-membered ring resulted in an effective way to stabilize γ-turn-like conformations in these short peptides. The conformational preferences of these Aze-containing peptides have been compared to ...

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