title: An efficient computational model to predict protonation at the amide nitrogen and reactivity along the C-N rotational pathway.
abstract: N-Protonation of amides is critical in numerous biological processes, including amide bonds proteolysis and protein folding as well as in organic synthesis as a method to activate amide bonds towards unconventional reactivity. A computational model enabling prediction of protonation at the amide bond nitrogen atom along the C-N rotational pathway is reported. Notably, this study provides a blueprint for the rational design and application of amides with a controlled degree of rotation in synthetic chemistry and biology.
authors.affiliation: Department of Chemistry, Wroclaw University, F. Joliot-Curie 14, Wroclaw 50-383, Poland.
authors.forename: Roman
authors.initials: R
authors.lastname: Szostak
authors.forename: Jeffrey
authors.initials: J
authors.lastname: Aubé
authors.forename: Michal
authors.initials: M
authors.lastname: Szostak
mesh_terms: D000577:Amides / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D003198:Computer Simulation; D008956:Models, Chemical; D009584:Nitrogen / Q000737:chemistry*; D011522:Protons
chemical_list: D000577:Amides; D011522:Protons; D002244:Carbon; D009584:Nitrogen