The use of cyclodextrin-modified capillary electrophoresis in the determination of the enantiomeric purity. 2002

Ulrike Holzgrabe, and Thorsten Christians
Institute of Pharmacy and Food Chemistry, University of Würzburg, Germany. U.Holzgrabe@pharmazie.uni-wuerzburg.de

Employing cyclodextrin-modified capillary electrophoresis, the racemates of some 30 acidic, neutral and basic dihydropyridines (DHP) were resolved using neutral and negatively charged cyclodextrins (CDs) derivatives. Whereas the enantiomers of the acidic DHPs could be separated with neutral CDs the enantiomers of the neutral DHPs were only baseline separated using the sulfobutylether substituted beta-CD. Working in reversed polarity mode--detection at the anode--improved both the peak shape and the resolution of the enantiomers. The racemates of the DHPs characterized by a secondary or tertiary amine function in the carboxylate side chain could be resolved by using either the neutral gamma-CD or negative charged CDs. The poor peak shape found with anionic CDs could be improved by addition of methanol.

UI MeSH Term Description Entries
D003505 Cyclodextrins A homologous group of cyclic GLUCANS consisting of alpha-1,4 bound glucose units obtained by the action of cyclodextrin glucanotransferase on starch or similar substrates. The enzyme is produced by certain species of Bacillus. Cyclodextrins form inclusion complexes with a wide variety of substances. Cycloamylose,Cyclodextrin,Cyclodextrin Derivatives,Cyclomaltooligosaccharides,Derivatives, Cyclodextrin
D004095 Dihydropyridines Pyridine moieties which are partially saturated by the addition of two hydrogen atoms in any position.
D006863 Hydrogen-Ion Concentration The normality of a solution with respect to HYDROGEN ions; H+. It is related to acidity measurements in most cases by pH pH,Concentration, Hydrogen-Ion,Concentrations, Hydrogen-Ion,Hydrogen Ion Concentration,Hydrogen-Ion Concentrations
D013237 Stereoisomerism The phenomenon whereby compounds whose molecules have the same number and kind of atoms and the same atomic arrangement, but differ in their spatial relationships. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed) Molecular Stereochemistry,Stereoisomers,Stereochemistry, Molecular,Stereoisomer
D017311 Amlodipine A long-acting dihydropyridine calcium channel blocker. It is effective in the treatment of ANGINA PECTORIS and HYPERTENSION. Amlodipine Besylate,Amlodipine Maleate,Amlodipine Maleate (1:1),Amlodipine, (+-)-Isomer,Amlodipine, (+-)-Isomer, Maleate (1:1),Amlodipine, (R)-Isomer,Amlodipine, (S)-Isomer, Maleate (1:1),Amlodis,Amlor,Astudal,Istin,Norvasc
D019075 Electrophoresis, Capillary A highly-sensitive (in the picomolar range, which is 10,000-fold more sensitive than conventional electrophoresis) and efficient technique that allows separation of PROTEINS; NUCLEIC ACIDS; and CARBOHYDRATES. (Segen, Dictionary of Modern Medicine, 1992) Capillary Zone Electrophoresis,Capillary Electrophoreses,Capillary Electrophoresis,Capillary Zone Electrophoreses,Electrophoreses, Capillary,Electrophoreses, Capillary Zone,Electrophoresis, Capillary Zone,Zone Electrophoreses, Capillary,Zone Electrophoresis, Capillary

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