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Interactions between model membranes and lignin-related compounds studied by immobilized liposome chromatography
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry. (Johansson)
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Biochemistry and Organic Chemistry. (Johansson)
2006 (English)In: Biochimica et Biophysica Acta - Biomembranes, ISSN 0005-2736, E-ISSN 1879-2642, Vol. 1758, no 5, p. 620-626Article in journal (Refereed) Published
Abstract [en]

In order to elucidate the modes of interaction between lignin precursors and membranes, we have studied the influence of temperature, lipid composition and buffer composition on the partitioning of monolignol and dilignol model substances into phospholipid bilayers. The partitioning was determined by immobilized liposome chromatography, which is an established method for studies of pharmaceutical drugs but a new approach in studies of lignin synthesis. The temperature dependence of the retention and the effect of a high ammonium sulfate concentration in the mobile phase demonstrated that the interaction involved both hydrophobic effects and polar interactions. There was also a good correlation between the partitioning and the estimated hydrophobicity, in terms of octanol/water partitioning. The partitioning behavior of the model substances suggests that passive diffusion over the cell membrane is a possible transport route for lignin precursors. This conclusion is strengthened by comparison of the present results with the partitioning of pharmaceutical drugs that are known to pass cell membranes by diffusion.

Place, publisher, year, edition, pages
2006. Vol. 1758, no 5, p. 620-626
Keywords [en]
Lignin, liposomes, membrane, transport, plant
National Category
Biochemistry Molecular Biology
Research subject
Biochemistry
Identifiers
URN: urn:nbn:se:uu:diva-94749DOI: 10.1016/j.bbamem.2006.04.007ISI: 000239102300008OAI: oai:DiVA.org:uu-94749DiVA, id: diva2:168716
Available from: 2006-09-08 Created: 2006-09-08 Last updated: 2025-02-20Bibliographically approved
In thesis
1. Partitioning of Drugs and Lignin Precursor Models into Artificial Membranes
Open this publication in new window or tab >>Partitioning of Drugs and Lignin Precursor Models into Artificial Membranes
2006 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

The main aim of this thesis was to characterize membrane-solute interactions using artificial membranes in immobilized liposome chromatography or capillary electrophoresis. The partitioning of a solute into a cell membrane is an essential step in diffusion across the membrane. It is a valid parameter in drug research and can be linked to the permeability as well as the absorption of drugs. Immobilized liposome chromatography was also used to study partitioning of lignin precursor models. Lignin precursors are synthesized within plant cells and need to pass the membrane to be incorporated into lignin in the cell wall.

In immobilized liposome chromatography, liposomes or lipid bilayer disks were immobilized in gel beads and the partitioning of solutes was determined. Capillary electrophoresis using disks as a pseudostationary phase was introduced as a new approach in drug partitioning studies. In addition, octanol/water partitioning was used to determine the hydrophobicity of the lignin precursor models.

Electrostatic interactions occurred between bilayers and charged drugs, whereas neutral drugs were less affected. However, neutral lignin precursor models exhibited polar interactions. Moreover, upon changing the buffer ionic strength or the buffer ions, the interactions between charged drugs and neutral liposomes were affected. Hydrophobic interactions were also revealed by including a fatty acid or a neutral detergent into the bilayer or by using a buffer with a high salt concentration. The bilayer manipulation had only a moderate effect on drug partitioning, but the high salt concentration had a large impact on partitioning of lignin precursor models.

Upon comparing the partitioning into liposomes and disks, the latter showed a more pronounced partitioning due to the larger fraction of lipids readily available for interaction. Finally, bilayer disk capillary electrophoresis was successfully introduced for partitioning studies of charged drugs. This application will be evaluated further as an analytical partitioning method and separation technique.

Place, publisher, year, edition, pages
Uppsala: Acta Universitatis Upsaliensis, 2006. p. 53
Series
Digital Comprehensive Summaries of Uppsala Dissertations from the Faculty of Science and Technology, ISSN 1651-6214 ; 207
Keywords
Biochemistry, Bilayer disk, Capillary electrophoresis, Detergent, Drug, Electrostatic interaction, Hydrophobic interaction, Immobilized liposome chromatography, Lignin, Lignin precursor model, Liposome, Membrane model, Octanol/water partitioning, Partitioning, Phospholipid, Phospholipid bilayer, Sterol, Biokemi
Identifiers
urn:nbn:se:uu:diva-7098 (URN)91-554-6628-1 (ISBN)
Public defence
2006-09-29, B42, BMC, Husargatan 3, Uppsala, 10:15
Opponent
Supervisors
Available from: 2006-09-08 Created: 2006-09-08 Last updated: 2011-02-17Bibliographically approved

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