B. Koppenhoefer et al., Separation of enantiomers of drugs by capillary electrophoresis with permethyl-gamma-cyclodextrin as chiral solvating agent, HRC-J HIGH, 23(6), 2000, pp. 413-429
High-throughput screening is a promising new approach in analytical chemist
ry. Within the framework of an extended screening program (The German-Chine
se Drug Screening Program), the enantioseparation of 86 drugs was investiga
ted by capillary zone electrophoresis in the presence of the chiral solvati
ng agent (CSA) octakis-(2,3,6-tri-O-methyl)-gamma-cyclodextrin (TM-gamma-CD
). By this means, 15 drugs could be separated into enantiomeric pairs. Appr
oximate measures for the degree of interaction (migration retardation facto
r, R-m) and for the degree of enantiomer recognition (migration separation
factors, alpha(m)) revealed intriguing patterns that were compared with tho
se found for native gamma-cyclodextrin (gamma-CD). Although there is a dist
inct influence of the analyte structure on the electrophoretic data, interp
retation remains difficult. Most remarkably, permethylation of gamma-CD lea
ds neither to a higher affinity nor to better chiral recognition, in contra
st to the findings with alpha-CD.