Crystal structures of aza-beta3-peptides, a new class of foldamers relying on a framework of hydrazinoturns.

J Org Chem

SESO, UMR CNRS 6510, Université de Rennes I, and Laboratoire du Solide et Inorganique Moléculaire, UMR CNRS 6511, 263 avenue du General Leclerc CS 74205, 35042 Rennes Cedex, France.

Published: August 2005

Crystals of aza-beta3-peptides have been obtained. This gives the first opportunity for hydrazino peptides, in the sense of oligomers built exclusively with alpha-hydrazinoacetic units, to be observed in the solid state. The structures make it clear that the H-bond network developed by aza-beta3-peptides differs radically from those of the corresponding beta3-peptides but strongly resembles that of the alpha-aminoxy peptides. Our study contributes to the current interest in hydrazino peptides as an extension of the beta-peptide concept.

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http://dx.doi.org/10.1021/jo050938gDOI Listing

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