Conformations of Peptidomimetics Formed by SNAr Macrocyclizations: 13- to 16-Membered Ring Systems[≠]

Abstract

Theβ-turn peptidomimics 1 were designed to have “turn–extended-pseudo-turn” conformations similar to some cyclic hexapeptides, and it was proposed that n=1 would be ideal for this. NMR and CD studies, interfaced with molecular simulations, verified that the molecules indeed prefer β-turn conformations in the dipeptide fragment, and that such conformations were most easily attained when n=1. The turn type adopted by the dipeptide fragment was shown to be close to an ideal type I β-turn.