Synthesis and conformational studies of pseudopeptides containing an unsymmetrical triazine scaffold

Solid‐phase synthesis and conformational studies of two pseudopeptides constituted by a triazine scaffold bound to two peptidic arms are described. In this paper, a new scaffold based on unsymmetrical triamino 1,3,5‐triazine bearing two alkyl chains has been designed, assisted by molecular modelling, as a mimic of the backbone of the i + 1 and i + 2 residues of a β‐turn. The results confirm the ability of the triazine scaffold to induce extended conformations of the peptidic strands and point out that this scaffold is a good candidate as a template to induce anti‐parallel β‐sheet structure. Copyright © 2007 European Peptide Society and John Wiley & Sons, Ltd.