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Application of cellulose and amylose arylcarbamates as chiral selectors in counter-current chromatography.

Pérez E, Santos MJ, Minguillón C

Institut de Recerca Biomèdica-Parc Científic de Barcelona, Josep Samitier, 1-5, E-08028 Barcelona, Spain.

Here we studied the applicability of cellulose and amylose tris(3,5-dimethylphenylcarbamate) as chiral selectors for the separation of enantiomers by counter-current chromatography (CCC). A variety of organic/aqueous biphasic solvent systems and eight racemic analytes of acidic, neutral, and basic nature were tested for this purpose. Classical elution mode and pH-zone-refining displacement conditions were used. Partial enantioseparation of pindolol and warfarin was achieved in methyl isobutyl ketone (MIBK)/aqueous solution and methyl tert-butyl ether (MTBE)/aqueous solution, respectively. For these two racemates enantiomeric excess values from 84% to 97% were achieved under the best conditions tested. However, resolution by CCC was not achieved for propranolol, naproxen and N-(3,5-dinitrobenzoyl)-(+/-)-leucine, easily separated in HPLC by the same selectors.

Published 6 February 2006 in J Chromatogr A, 1107(1): 165-74.
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