In silico Study of Solvent Effects on the Intramolecular Hydrogen Bond of Hydroxy Proline

Abstract

The hydrogen bond strength and stabilization energy of hydroxyproline–water complexes were investigated by performing density-functional theory calculations. In particular, the hydrogen bond formation between carbonyl groups serving as proton acceptors and amino groups as proton donors in the hydroxyproline–water was examined. Hydroxyproline-water exhibit higher energy of their hydrogen bond when the carbonyl groups of their hydroxyproline moieties acts as a proton acceptor. Furthermore, the infrared spectra of isolated water and hydroxyproline molecules were compared with those of the hydroxyproline–water complexes, and the observed frequency shifts were discussed.