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High-resolution capillary zone and gel electrophoresis of structurally similar amphipathic glutathione conjugates based on interaction with beta-cyclodextrins
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry.
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry.
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry.
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry.
2002 (English)In: ChemBioChem (Print), ISSN 1439-4227, E-ISSN 1439-7633, Vol. 3, no 11, 1117-1125 p.Article in journal (Refereed) Published
Abstract [en]

The tripeptide glutathione is a prominent intracellular constituent that provides protection against genotoxic and carcinogenic electrophiles and is also a component of several biological signal substances. Glutathione conjugates, free glutathione, and glutathione disulfide contain charged amino acid residues, which contribute to solubility in aqueous media. However, the amphipathic nature of glutathione conjugates and the small differences that may distinguish the S substituents, pose analytical problems in their resolution. The present study demonstrates how homologous S-alkyl and S-benzyl conjugates of high structural similarity can be efficiently resolved by capillary electrophoresis. Inclusion of beta-cyclodextrins in the buffer or in a polyacrylamide gel affords baseline separation of the analytes. The separation methods described are applicable to enzyme assays in vitro and to the identification and quantification of glutathione conjugates of importance in toxicology and physiology. The contribution of beta-cyclodextrin to the separation is primarily based on interactions between its hydrophobic cavity and the S-alkyl and S-benzyl groups of the analytes.

Place, publisher, year, edition, pages
2002. Vol. 3, no 11, 1117-1125 p.
National Category
Natural Sciences
Identifiers
URN: urn:nbn:se:uu:diva-89959DOI: 10.1002/1439-7633(20021104)3:11<1117::AID-CBIC1117>3.0.CO;2-EPubMedID: 12404638OAI: oai:DiVA.org:uu-89959DiVA: diva2:161916
Available from: 2002-09-13 Created: 2002-09-13 Last updated: 2017-12-14Bibliographically approved
In thesis
1. True Monoliths as Separation Media: Homogeneous Gels for Electrophoresis and Electrochromatography in the Capillary and Microchip Modes
Open this publication in new window or tab >>True Monoliths as Separation Media: Homogeneous Gels for Electrophoresis and Electrochromatography in the Capillary and Microchip Modes
2002 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

The thesis focuses on the development of new homogeneous gels for the separation of drug enantiomers, peptides, DNA and virus by electrophoresis and electrochromatography in capillaries and microchips. This type of separation media offers high resolution and small zone broadening. Compared to particulate beds the resolution in this type of separation media is high because the eddy diffusion is zero and the resistance to mass transfer is small, since the diffusional distance between two polymer chains in the gel is considerably shorter than that between two beads in a packed bed.

The gels have been characterized in terms of plate heights, plate numbers, resolution, etc. Gels of agarose, polyvinyl alcohol, albumin and polyacrylamide have been employed for electrochromatography or electrophoresis. N,N’-methylene-bisacrylamide, the most widely used crosslinker in polyacrylamide gels, was exchanged for allyl-β-cyclodextrin to get a multi-purpose gel, i.e., a separation medium the separation properties of which is determined not only by the polyacrylamide chains, but also by β-cyclodextrin with its complexation power.

A cost-effective, hybrid microdevice has been designed for fast electrophoretic and electrochromatographic analyses as well as for microchromatography. It consists of a fused silica capillary mounted on a supporting plate which integrates most of the compartments necessary for automation and sensitive detection at short UV wavelengths.

Place, publisher, year, edition, pages
Uppsala: Acta Universitatis Upsaliensis, 2002. 46 p.
Series
Comprehensive Summaries of Uppsala Dissertations from the Faculty of Science and Technology, ISSN 1104-232X ; 747
Keyword
Biochemistry, capillary electrophoresis, capillary electrochromatography, gel electrophoresis, agarose, polyacrylamide, b-cyclodextrin, DNA, peptide, glutathione, drug enantiomers, microchip, Biokemi
National Category
Biochemistry and Molecular Biology
Research subject
Biochemistry
Identifiers
urn:nbn:se:uu:diva-2584 (URN)91-554-5395-3 (ISBN)
Public defence
2002-10-04, Lecture Hall B21, BMC, Uppsala, 10:00
Opponent
Available from: 2002-09-13 Created: 2002-09-13Bibliographically approved

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Hjertén, StellanMannervik, Bengt

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