Structural Analysis of Host–Guest Systems. Methyl-substituted Phenols in beta;-Cyclodextrin

摘要: Complexation trajectories and the variation ofinduced circular dichroism are calculated for thedocking of phenol 2,4,6-trimethyl-phenol withβ-cyclodextrin. The results compared toexperimental chirality data to elucidate themechanism nonspecific molecular recognitionprocesses in aqueous solution. Large geometricalchanges along nearly isoenergetic Dynamic Monte Carlotrajectories show conformational flexibility ofsuch host–guest systems. This proves diffuseintermolecular interactions, van der Waals orelectrostatic nature, as main contributions thebinding energy. number position methylsubstituents guest reduces complexityof space guest‘s positionbecomes fixed by steric constraints. solvation free energy is from thesolvent accessible surface area weighted byrespective atomic parameters. Consideringthe term dynamic simulationsrestricts themacromolecular system. relative importance ofvarious isdiscussed it shown that those terms arisingfrom interaction hydrophobic groups with theaqueous environment essential thedetermination complex structure. Consideringthese simulation model, signand strength rotatory isin perfect agreement induced dichroismobtained experimentally determined averagedspectra. demonstrate accuracy thegeometrical properties systems obtainedfrom these simulations.