Dynamic computer simulation of electrophoretic enantiomer migration order and separation in presence of a neutral cyclodextrin

Thormann, Wolfgang; Chankvetadze, Lali; Gumustas, Mehmet; Chankvetadze, Bezhan (2014). Dynamic computer simulation of electrophoretic enantiomer migration order and separation in presence of a neutral cyclodextrin. Electrophoresis, 35(19), pp. 2833-2841. Wiley-VCH 10.1002/elps.201400193

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One-dimensional dynamic computer simulation was employed to investigate the separation and migration order change of ketoconazole enantiomers at low pH in presence of increasing amounts of (2-hydroxypropyl)-β-cyclodextrin (OHP-β-CD). The 1:1 interaction of ketoconazole with the neutral cyclodextrin was simulated under real experimental conditions and by varying input parameters for complex mobilities and complexation constants. Simulation results obtained with experimentally determined apparent ionic mobilities, complex mobilities, and complexation constants were found to compare well with the calculated separation selectivity and experimental data. Simulation data revealed that the migration order of the ketoconazole enantiomers at low (OHP-β-CD) concentrations (i.e. below migration order inversion) is essentially determined by the difference in complexation constants and at high (OHP-β-CD) concentrations (i.e. above migration order inversion) by the difference in complex mobilities. Furthermore, simulations with complex mobilities set to zero provided data that mimic migration order and separation with the chiral selector being immobilized. For the studied CEC configuration, no migration order inversion is predicted and separations are shown to be quicker and electrophoretic transport reduced in comparison to migration in free solution. The presented data illustrate that dynamic computer simulation is a valuable tool to study electrokinetic migration and separations of enantiomers in presence of a complexing agent.

Item Type:

Journal Article (Original Article)

Division/Institute:

04 Faculty of Medicine > Service Sector > Institute for Infectious Diseases
04 Faculty of Medicine > Service Sector > Institute for Infectious Diseases > Laboratory for Clinical Pharmacology

UniBE Contributor:

Thormann, Wolfgang

ISSN:

0173-0835

Publisher:

Wiley-VCH

Language:

English

Submitter:

Wolfgang Thormann

Date Deposited:

02 Apr 2015 11:53

Last Modified:

02 Apr 2015 11:53

Publisher DOI:

10.1002/elps.201400193

PubMed ID:

24810231

Uncontrolled Keywords:

Chiral separation, Enantiomer migration order, Simulation

BORIS DOI:

10.7892/boris.66014

URI:

https://boris.unibe.ch/id/eprint/66014

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