Molecular Torsion Balances:Evidence for Favorable Orthogonal Dipolar Interactions Between Organic Fluorine and Amide Groups

摘要

Dipolar interactions are omnipresent in chemistry and biology.It is theorized that owing to steric constraints,bond dipoles prefer an orthogonal alignment at closest contact distance.The observation of an apparently attractive orthogonal C-F-C=O interaction between a backbone C=O of the serine protease thrombin and the C_(aryl)-F dipole of a bound inhibitor initiated our program to determine experimentally the energetics of such interactions.