Enhanced metabolic stability and protein-binding properties of artificial α helices derived from a hydrogen-bond surrogate: Application to Bcl-xL

Abstract

(Figure Presented) Artificial á helices prepared by the replacement of a hydrogen bond between residues i and i+4 with a carbon-carbon bond can stabilize biologically relevant peptides in helical conformations (1, internal constraint shaded in gray). α Helices based on hydrogen-bond surrogates that mimic Bak BH3 (2, yellow) can bind their expected protein receptor, Bcl-xL (2, green), with high affinity and resist proteolytic degradation. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.