Determination of the optimal position of adjacent proton-donor centers for the activation or inhibition of peptide bond formation  A computational model study
The study reports a computational analysis of the influence of proton donor group adjacent to the reaction center during ester ammonolysis of an acylated diol as a model reaction for peptide bond formation. This analysis was performed using catalytic maps constructed after a detailed scanning of the available space around the reaction centers in different transition states, a water molecule acting as a typical proton donor. The calculations suggest that an adjacent proton donor center can reduce the activation barrier of the rate determining transition states by up to 7.2kcal/mol, while no inhibition of the reaction can be achieved by such a group.
activation inhibition ester ammonolysis catalytic map hydrogen bond