Azidoproline containing helices:: Stabilization of the polyproline II structure by a functionalizable group

The conformation and functionalizability of 4-azidoproline containing polyprolines was studied. The conformational analyses demonstrate that the PPII helix is stabilized by (4R)Azp and destabilized by (4S)Azp. Functionalization of Azp containing polyprolines was accomplished efficiently in a differential fashion by click chemistry, rendering Azp containing polyprolines attractive molecular scaffolds.