Dimedone-Based Rigid Organic Scaffold for Organizing Symmetrical Helical Peptide Chains.

摘要

We describe herein design, synthesis and conformational investigations of polypeptides attached on a rigid dimedone template. Two identical peptide chains are attached on a single carbon containing dimedone as a scaffold. Dimedone assists in controlling the secondary interactions through strong intra- molecular helical C-12 and C-15 membered bifurcated hydro- gen bonding on both the peptide chains along with propagat- ing the helical architecture of the peptide chains attached. There exists a C-6 hydrogen bonding for the single stranded peptides attached to dimedone. Extensive structural investiga- tions involving single crystal X-ray diffraction, solution-state NMR and CD studies of oligopeptides have been undertaken.