Small ring constrained pepfidomimetics. Synthesis of aziridine parallel β-sheet mimetics

Article abstract of DOI:10.1016/S0040-4039(98)00632-7

The synthesis of a series of novel amino acids and peptides containing an aziridine ring is described. Their preparation is based on the Gabriel- Cromwell reaction of amino acids or peptides with different 2-bromo acrylates and acrylamides. These products are constituted by a turned scaffold (the aziridine) where two parallel peptidic strands can be grown to produce a β- sheet mimetic.