Repozytorium

An efficient computational model to predict protonation at the amide nitrogen and reactivity along the C–N rotational pathway.

Autorzy

Roman Szostak

Jeffrey Aubé

Michal Szostak

Rok wydania

2015

Czasopismo

Chemical Communications

Numer woluminu

51

Strony

6395-6398

DOI

10.1039/c5cc01034a

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

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.

Adres publiczny

http://dx.doi.org/10.1039/c5cc01034a

Strona internetowa wydawcy

https://www.rsc.org/