Aromatic Amino Acids-Guanidinium Complexes through Cation-π Interactions.

ABSTRACT: Continuing with our interest in the guanidinium group and the different interactions than can establish, we have carried out a theoretical study of the complexes formed by this cation and the aromatic amino acids (phenylalanine, histidine, tryptophan and tyrosine) using DFT methods and PCM-water solvation. Both hydrogen bonds and cation-π interactions have been found upon complexation. These interactions have been characterized by means of the analysis of the molecular electron density using the Atoms-in-Molecules approach as well as the orbital interactions using the Natural Bond Orbital methodology. Finally, the effect that the cation-π and hydrogen bond interactions exert on the aromaticity of the corresponding amino acids has been evaluated by calculating the theoretical NICS values, f

SUBMITTER: Trujillo C 

PROVIDER: S-EPMC6272432 | biostudies-literature | 2015 May

REPOSITORIES: biostudies-literature