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Enantiomeric Separation of Omeprazole and its Metabolite 5-Hydroxymeprazole Using Non-aqueous Capillary Electrophoresis
Karlstad University, Faculty of Technology and Science.
Karlstad University, Faculty of Technology and Science.
Karlstad University, Faculty of Technology and Science.
Lead Generation and Physical Chemistry, AstraZeneca R&D, Mölndal, Sweden.
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2006 (English)In: Journal of Chromatography A, ISSN 0021-9673, E-ISSN 1873-3778, Vol. 1129, no 2, 291-295 p.Article in journal (Refereed) Published
Place, publisher, year, edition, pages
2006. Vol. 1129, no 2, 291-295 p.
Identifiers
URN: urn:nbn:se:kau:diva-2026DOI: 10.1016/j.chroma.2006.07.001OAI: oai:DiVA.org:kau-2026DiVA: diva2:5527
Available from: 2008-04-17 Created: 2008-04-17 Last updated: 2010-09-28Bibliographically approved
In thesis
1. New Techniques for Chiral Separations
Open this publication in new window or tab >>New Techniques for Chiral Separations
2008 (English)Doctoral thesis, comprehensive summary (Other scientific)
Abstract [en]

Gas chromatography (GC) has been utilized for the study of enantiomer resolution of the atropisomers of PCBs, o,p´-DDD and o,p´-DDT. Different substituents and concentrations of cyclodextrin, capillary dimensions and type of stationary phase films have been investigated to achieve the resolution of as many of the atropisomers on one column as possible. The results indicated that the butyl substitution of 6-hydroxyl and the methyl substitution of 2- and 3-hydroxyl were the most promising for the enantiomeric separation. Using Capillary Electrophoresis (CE), the trimers and monomers of PM-β-CDs were compared for enantiomeric resolution, as well as comparing the cationic PMMA-β-CD with the anionic HS-β-CD. In these studies the trimer did not show an improved resolution for mepivacaine, when compared to the equimolar concentration of the monomer. The cationic CD gave increased resolution values for ibuprofen when compared to the anionic CD. A scheme for reversing enantiomeric elution order of both the basic propranolol and acidic ibuprofen is also presented, with the aim of facilitating the detection of impurities in a high sample loading. The detection of 1% of each enantiomer of propranolol, and 1% of R(-)-ibuprofen, was demonstrated, with elution prior to the tailing peak of the corresponding enantiomer. Dimethylacrylamide-coated capillaries were used in this work, and the stability of this coating was demonstrated, giving a highly reduced electroosmotic flow for up to six months. Enantiomeric baseline separations of omeprazole and 5-hydroxyomeprazole have also been achieved with both CE and Open Tubular Capillary Electrochromatography (OT-CEC) methods. With CE-UV, both a non-aqueous method (using HDMS-β-CD) and an aqueous method (using HS-β-CD) were used for enantiomeric resolution of the two racemates. Resolution of omeprazole was also achieved using CE-Electrospray Ionization-Mass Spectrometry (ESI-MS). In OT-CEC, avidin was immobilized on the inside surface of a fused silica capillary and was employed as chiral selector for the enantiomeric baseline resolution of omeprazole and 5-hydroxyomeprazole.

Place, publisher, year, edition, pages
Karlstad: Karlstads universitet, 2008. 60 p.
Series
Karlstad University Studies, ISSN 1403-8099 ; 2008:11
Keyword
analytical chemistry, chiral separation, GC, CE, CEC
National Category
Analytical Chemistry
Research subject
Chemistry
Identifiers
urn:nbn:se:kau:diva-1594 (URN)978-91-7063-169-6 (ISBN)
Public defence
2008-04-30, Ericssonsalen, 9C 204, Karlstads universitet, Karlstad, 10:15
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Supervisors
Available from: 2008-04-17 Created: 2008-04-17 Last updated: 2011-12-19

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CiteExportLink to record
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