Chiral separations employing four diastereomers of poly sodium
N-undecanoyl leucylvalinate (p-SULV) as chiralselectors are probed by use of MEKC, steady-state fluorescence anisotropy, and NMR. By employing diastereomersand thus altering the stereochemistry of a single amino acid in a systematic way, one may control the enantiorecognitionability of the chiral selector. As a result, one can gain a better understanding of the mechanisms of chiral recognitionfor the two classes of neutral or anionic chiral analytes studied. Evaluation of the chiral interactions leading to chiralseparations confirmed our earlier observation of a strong relationship between the selectivity (
) observed using achromatographic separation technique (MEKC) and that determined from the spectroscopic parameter,
. A linear
versus
relationship was observed for the molecular micelle p-(
L)-SULV with all eight analytes included in thisstudy. However, as we earlier predicted, different groups of analytes had different slopes, i.e., values of
m, suggestingdifferent chiral separation mechanisms. Evaluation of the data allowed a grouping of the analytes according to theprimary site of chiral interaction with the leucine or valine moiety of molecular micelle chiral headgroup.