1-Aminoxymethylcyclopropanecarboxylic acid as building block of β N–O turn and helix: synthesis and conformational analysis in solution and in the solid state

Abstract

Cyclopropane side-chained β 2,2-aminoxy oligopeptides were synthesized and conformationally studied. β N–O turn in solution and β N–O helix in the solid state was characterized by 1H NMR, 2D NOESY and FT-IR as well as X-ray crystallography studies. Almost no changes has been observed with the disturbance at α carbon bond angle compared with dimethyl substituted one. This study provided the opportunity to design the bioactive peptidomimetics in a more elaborate way.