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Enantiomeric substituents determine the chirality of luminescent conjugated polythiophenes
Linköping University, Department of Physics, Chemistry and Biology. Linköping University, The Institute of Technology.ORCID iD: 0000-0002-5582-140X
Linköping University, Department of Physics, Chemistry and Biology. Linköping University, The Institute of Technology.
Linköping University, Department of Physics, Chemistry and Biology. Linköping University, The Institute of Technology.
Linköping University, Department of Physics, Chemistry and Biology. Linköping University, The Institute of Technology.
2004 (English)In: Macromolecules, ISSN 0024-9297, E-ISSN 1520-5835, Vol. 37, no 17, 6316-6321 p.Article in journal (Refereed) Published
Abstract [en]

Chiral isomers of 3-substituted polythiophenes with amino acid functiontionalized side chains are compared. The polymers show pH-dependent absorption, emission, and circular dichroism spectra in buffered aqueous solution. At pH equal to pI of the amino acid, the backbones adopt nonplanar helical conformations, and the polymer chains are separated from each other. Increasing pH leads to more planar conformations of the backbones and an aggregation of the polymer chains occurs. A lower pH will also lead to more planar conformation of the backbones, but aggregation of the polymer chains appears to be absent. The nonplanar to planar transition of the polymer backbone and the separation/aggregation of different polymer chains is not affected by stereochemistry of the zwitterionic side chain. The two isomers have almost identical pH-dependent absorption and emission spectra. However, the chirality of the zwitterionic side chain is reflected in the conformation of the polymer backbone, giving rise to a right-handed and left-handed helical form of polythiophene chains since the induced circular dichroism patterns of the two polymers are mirror images.

Place, publisher, year, edition, pages
2004. Vol. 37, no 17, 6316-6321 p.
National Category
Engineering and Technology
Identifiers
URN: urn:nbn:se:liu:diva-45660DOI: 10.1021/ma048859eOAI: oai:DiVA.org:liu-45660DiVA: diva2:266556
Available from: 2009-10-11 Created: 2009-10-11 Last updated: 2017-12-13
In thesis
1. Conjugated polyelectrolytes: conformation sensitive optical probes for the recording of biological processes
Open this publication in new window or tab >>Conjugated polyelectrolytes: conformation sensitive optical probes for the recording of biological processes
2005 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

The physical properties of conjugated polymers can be utilized for a wide range of biosensors. For instance, the conformational flexibility fouud in conjugated polyelectrolytes, allows direct connection between the geometry of chains and the resulting electronic structure and optical processes, since the extension of the π-conjugated system is distorted by conformational changes of the polyelectrolyte backbone. The biosensors presented in this thesis are utilizing conformational changes of conjugated polyelectrolytes for the detection of biomolecular processes, such as biospecific interactions and conformational changes of biomolecules. The methodology have been used for the detection of DNA-hybridization, single nucleotide polymorphism (SNP) in DNA, conformational alterations of synthetic peptides, conformational alterations of Calmodulin and binding of Ca2+-activated Calmodulin (CaM) to Calcineurin, and amyloid fibril formation of amyloidogenic proteins.

The method is based on non-covalent assembly of a conjugated polyelectrolyte and a biomolecule of interest. Upon exposure to a second biomolecule recognizing the first biomolecule or a conformational change of the first biomolecule, a conformational alteration of the polyelectrolyte backbone and a change in the electronic properties of the polyelectrolyte occurs, and these alterations can be detected by a change of the absorption or the fluorescence from the polyelectrolyte. Hence, conjugated polyelectrolytes can be used as novel conformation sensitive optical probes for the detection of several biological processes. The biomolecular interaction or the conformational changes of the biomolecule are reflected as an alteration of the geometry and the electronic structure of the bouud polyelectrolyte chains and are detected by absorption and emission. The present mechanism may be used for detection of a variety biomolecular processes, and the simplicity and the diversity of this methodology make it suitable for making inexpensive protein- and DNA-chips for rapid detection of biomolecular recognition.

Place, publisher, year, edition, pages
Linköping: Linköpings universitet, 2005. 61 p.
Series
Linköping Studies in Science and Technology. Dissertations, ISSN 0345-7524 ; 961
National Category
Natural Sciences
Identifiers
urn:nbn:se:liu:diva-30214 (URN)15709 (Local ID)91-85457-01-9 (ISBN)15709 (Archive number)15709 (OAI)
Public defence
2005-09-15, Planck, Fysikhuset, Linköpings universitet, Linköping, 13:15 (Swedish)
Opponent
Available from: 2009-10-09 Created: 2009-10-09 Last updated: 2014-04-08

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Nilsson, PeterOlsson, JohanKonradsson, PeterInganäs, Olle

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