Quantitative Structure-Enantiomers Retention Relationships of α-Amino Acids on Crown Chiral Stationary Phases

The alpha-amino acids solute-related structure parameters were computed by means of Hartree-Fock program (6-31G method) in quantum chemistry. The quantitative structure-enantiomers retention relationships (QSERR) of enantiomers of a series of alpha-amino acids on the crown chiral stationary phase were set with multiple linear regression method. The results show there is better linear relationship between capacity factors logarithm (logk') of enantiomers of a series of alpha-amino acids and their molecular structure descriptors parameters. The physical meaning of these molecular structure descriptor parameters containing E-HOMO, DIP, ElcE, Ang and logP in the QSERR modeling is definite, and these parameters Indicate the electrostatic force, pi-pi interaction, dispersion force, steric hindrance and interaction between chiral stationary phase and solute molecule, from which the chromatographic retention mechanism of alpha-amino acids on the crown chiral stationary phase can be explained. The QSERR modelings have good stability and accuracy for prediction of the chromatographic retention of alpha-amino acids on the crown chiral stationary phase.