Summary
A chiral capillary electrophoresis system for the highresolution separation of the enantiomers of the local anaesthetics mepivacaine, ropivacaine, bupivacaine and prilocaine is described. Triethanolamine was added to the background electrolyte to obtain a negative electroosmotic flow and hence higher resolutions. The interactions of the local anaesthetics and their chemical analogues with the chiral selector, dimethyl-β-cyclodextrin, were studied. From a model describing chiral capillary electrophoresis, the association equilibrium constants were determined by curve-fitting. The separation of mepivacaine, ropivacaine and bupivacaine was due to the different mobilities of the free analytes in solution, whereas the separation of a pair of enantiomers of a single analyte was due to differences between the association equilibrium constantsK 1 andK 2. Branching of the alkyl chain, which was situated close to the cavity in the inclusion complex, had strong effects on the chiral separation of the enantiomers.
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Sänger-van de Griend, C.E., Gröningsson, K. & Westerlund, D. Chiral separation of local anaesthetics with capillary electrophoresis. Chromatographia 42, 263–268 (1996). https://doi.org/10.1007/BF02290307
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DOI: https://doi.org/10.1007/BF02290307