Efficient a-Helix Induction in a Linear Peptide Chain by N-Capping with a Bridged-bicyclic Diproline Analog

V. Hack; C. Reuter; R. Opitz; P. Schmieder; M. Beyermann; J.-M. Neudörfl; R. Kühne; H.-G. Schmalz*

Angew. Chem. Int. Ed. Engl. 52, 9539-9543 (2013); Angew. Chem. 125, 9718-9722 (2013)

Secondary structure induction: The synthetic tricyclic amino acid ProM-5, which is formally created by stereoselective introduction of a vinylidene bridge into a di-proline unit, acts as a powerful scaffold to nucleate ?-helix formation in a linear peptide chain. This might be exploited in the development of new proteomimetics for the modulation of protein interactions.

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