Change search
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf
New Techniques for Chiral Separations
Karlstad University, Faculty of Technology and Science, Department of Chemistry and Biomedical Sciences.
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. , p. 60
Series
Karlstad University Studies, ISSN 1403-8099 ; 2008:11
Keywords [en]
analytical chemistry, chiral separation, GC, CE, CEC
National Category
Analytical Chemistry
Research subject
Chemistry
Identifiers
URN: urn:nbn:se:kau:diva-1594ISBN: 978-91-7063-169-6 (print)OAI: oai:DiVA.org:kau-1594DiVA, id: diva2:5530
Public defence
2008-04-30, Ericssonsalen, 9C 204, Karlstads universitet, Karlstad, 10:15
Opponent
Supervisors
Available from: 2008-04-17 Created: 2008-04-17 Last updated: 2011-12-19
List of papers
1. Gas Chromatographic Enantiomer Separation of Atropisomeric PCBs Using Modified Cyclodextrins as Chiral Phases
Open this publication in new window or tab >>Gas Chromatographic Enantiomer Separation of Atropisomeric PCBs Using Modified Cyclodextrins as Chiral Phases
Show others...
2000 (English)In: HRC Journal of High Resolution Chromatography, ISSN 0935-6304, E-ISSN 1521-4168, Vol. 23, no 11, p. 619-627Article in journal (Refereed) Published
Identifiers
urn:nbn:se:kau:diva-2024 (URN)10.1002/1521-4168(20001101)23:11<619::AID-JHRC619>3.0.CO;2-2 (DOI)
Available from: 2008-04-17 Created: 2008-04-17 Last updated: 2017-12-07Bibliographically approved
2. Illustration of a Simple and Versatile Scheme for Reversing Enantiomeric Elution Order and Facilitating Enantiomeric Impurity Determination in Capillary Electrophoresis
Open this publication in new window or tab >>Illustration of a Simple and Versatile Scheme for Reversing Enantiomeric Elution Order and Facilitating Enantiomeric Impurity Determination in Capillary Electrophoresis
2002 (English)In: Electrophoresis, ISSN 0173-0835, E-ISSN 1522-2683, Vol. 23, no 17, p. 3013-3019Article in journal (Refereed) Published
Identifiers
urn:nbn:se:kau:diva-2025 (URN)10.1002/1522-2683(200209)23:17<3013::AID-ELPS3013>3.0.CO;2-K (DOI)
Available from: 2008-04-17 Created: 2008-04-17 Last updated: 2017-12-07Bibliographically approved
3. Enantiomeric Separation of Omeprazole and its Metabolite 5-Hydroxymeprazole Using Non-aqueous Capillary Electrophoresis
Open this publication in new window or tab >>Enantiomeric Separation of Omeprazole and its Metabolite 5-Hydroxymeprazole Using Non-aqueous Capillary Electrophoresis
Show others...
2006 (English)In: Journal of Chromatography A, ISSN 0021-9673, E-ISSN 1873-3778, Vol. 1129, no 2, p. 291-295Article in journal (Refereed) Published
Identifiers
urn:nbn:se:kau:diva-2026 (URN)10.1016/j.chroma.2006.07.001 (DOI)
Available from: 2008-04-17 Created: 2008-04-17 Last updated: 2017-12-07Bibliographically approved
4. Enantiomeric Separation of Omeperazole Enantiomers by Aqueous CE Using UV and MS Detection
Open this publication in new window or tab >>Enantiomeric Separation of Omeperazole Enantiomers by Aqueous CE Using UV and MS Detection
2007 (English)In: Chromatographia, ISSN 0009-5893, E-ISSN 1612-1112, Vol. 66, no 5-6, p. 421-425Article in journal (Refereed) Published
Identifiers
urn:nbn:se:kau:diva-2027 (URN)10.1365/s10337-007-0317-4 (DOI)
Available from: 2008-04-17 Created: 2008-04-17 Last updated: 2017-12-07Bibliographically approved
5. Enantioseparation of Omeprazole and its Metabolite 5-Hydroxyomeprazole using Open Tubular Capillary Electrochromatography with Immobilized Avidin as Chiral Selector
Open this publication in new window or tab >>Enantioseparation of Omeprazole and its Metabolite 5-Hydroxyomeprazole using Open Tubular Capillary Electrochromatography with Immobilized Avidin as Chiral Selector
2008 (English)In: Journal of chromatography. B, ISSN 1570-0232, E-ISSN 1873-376X, Vol. 875, no 1, p. 329-332Article in journal (Refereed) Published
Abstract [en]

The present paper demonstrates the enantiomeric separation of omeprazole and its metabolite 5-hydroxyomeprazole performed with open tubular capillary electrochromatography (OT-CEC). The protein avidin was used as the chiral selector. Avidin was immobilized by a Schiffs base type of reaction where the protein was via glutaraldehyde covalently bonded to the amino-modified wall of a fused-silica capillary, 50 μm i.d. Both racemates were baseline resolved. Resolution was 1.9 and 2.3, respectively, using ammonium acetate buffer, pH 5.8, 5% methanol, with UV-detection. These values of resolution using OT-CEC are higher than earlier published results regarding chiral separation of omeprazole and 5-hydroxyomeprazole on packed CEC. The number of theoretical plates also indicated good separation efficiency.

National Category
Analytical Chemistry
Research subject
Chemistry
Identifiers
urn:nbn:se:kau:diva-2028 (URN)10.1016/j.jchromb.2008.05.050 (DOI)
Available from: 2008-04-17 Created: 2008-04-17 Last updated: 2017-12-07Bibliographically approved

Open Access in DiVA

fulltext(1139 kB)3176 downloads
File information
File name FULLTEXT01.pdfFile size 1139 kBChecksum SHA-1
b8738c9cb8ab580fb492068b48c064e4f32cae45d0d6c28cec0d965779fd83aafdfc5132
Type fulltextMimetype application/pdf

Authority records BETA

Olsson, Jeanette

Search in DiVA

By author/editor
Olsson, Jeanette
By organisation
Department of Chemistry and Biomedical Sciences
Analytical Chemistry

Search outside of DiVA

GoogleGoogle Scholar
Total: 3176 downloads
The number of downloads is the sum of all downloads of full texts. It may include eg previous versions that are now no longer available

isbn
urn-nbn

Altmetric score

isbn
urn-nbn
Total: 601 hits
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf