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Enantiomeric separation of basic compounds using heptakis(2,3-di-O-methyl-6-O-sulfo)-beta-cyclodextrin in combination with potassium camphorsulfonate in nonaqueous capillary electrophoresis: optimization by means of an experimental design.

Electrophoresis (2004-09-08)
Anne-Catherine Servais, Marianne Fillet, Patrice Chiap, Walthère Dewé, Philippe Hubert, Jacques Crommen
ABSTRACT

The enantiomeric separation of a series of basic pharmaceuticals (beta-blockers, local anesthetics, sympathomimetics) has been investigated in nonaqueous capillary electrophoresis (NACE) systems using heptakis(2,3-di-O-methyl-6-O-sulfo)-beta-cyclodextrin (HDMS-beta-CD) in combination with potassium camphorsulfonate (camphorSO3-). For this purpose, a face-centered central composite design with 11 experimental points was applied. The effect of the concentrations of HDMS-beta-CD and camphorSO3- on enantioresolution was statistically evaluated and depended largely on the considered analyte. The presence of camphorSO3- was found to be particularly useful for the enantioseparation of compounds with high affinity for the anionic CD. CamphorSO3- seems to act as a competitor, reducing the affinity for the CD, probably by ion-pair formation with these analytes. For compounds with lower affinity for HDMS-beta-CD, the combination of camphorSO3- and the CD appeared to have a favorable effect on enantioresolution only if the optimal CD concentration could be reached. On the other hand, for compounds characterized by a very low affinity for the anionic CD, the association of camphorSO3- and HDMS-beta-CD is always unfavorable. Finally, experimental conditions were selected by means of the multivariate approach in order to obtain the highest resolution (Rs) value for each studied compound.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
(1S)-(+)-10-Camphorsulfonic acid, 99%
Sigma-Aldrich
(1R)-(−)-10-Camphorsulfonic acid, 98%
Sigma-Aldrich
Camphor-10-sulfonic acid (β), 98%
Sigma-Aldrich
(+)-Camphor-10-sulfonic acid, purum, ≥98.0% (T)
Sigma-Aldrich
(−)-Camphor-10-sulfonic acid, purum, ≥98.0% (T)

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