Recognition of a protein receptor with the hydrogen bond surrogate-based artificial alpha-helices

ORGN 702

Deyun Wang, dw522@nyu.edu, Wei Liao, and Paramjit S. Arora, arora@nyu.edu. Department of Chemistry, New York University, 100 Washington Square East, New York, NY 10003
We recently described a new approach for the synthesis of artificial alpha-helices that involves replacement of one of the main chain hydrogen bonds with a carbon-carbon bond derived from a ring-closing metathesis reaction. The salient feature of this hydrogen-bond surrogate (HBS) approach is that it affords constrained alpha-helices without restricting access to the molecular recognition surfaces or altering the side chain functionalities. We know show that these HBS alpha-helices can target chosen protein receptors with high affinity. This poster will describe our efforts to target the Bcl-xl protein, which is involved in the regulation of apoptosis.