Ast, Sandra and Schwarze, Thomas and Mueller, Holger and Sukhanov, Aleksey and Michaelis, Stefanie and Wegener, Joachim and Wolfbeis, Otto S. and Koerzdoerfer, Thomas and Duerkop, Axel and Holdt, Hans-Juergen (2013) A Highly K+-Selective Phenylaza-[18]crown-6-Lariat-Ether-Based Fluoroionophore and Its Application in the Sensing of K+ Ions with an Optical Sensor Film and in Cells. CHEMISTRY-A EUROPEAN JOURNAL, 19 (44). pp. 14911-14917. ISSN 0947-6539, 1521-3765
Full text not available from this repository. (Request a copy)Abstract
Herein, we report the synthesis of two phenylaza-[18]crown-6 lariat ethers with a coumarin fluorophore (1 and 2) and we reveal that compound 1 is an excellent probe for K+ ions under simulated physiological conditions. The presence of a 2-methoxyethoxy lariat group at the ortho position of the anilino moiety is crucial to the substantially increased stability of compounds 1 and 2 over their lariat-free phenylaza-[18] crown-6 ether analogues. Probe 1 shows a high K+/Na+ selectivity and a 2.5-fold fluorescence enhancement was observed in the presence of 100 mm K+ ions. A fluorescent membrane sensor, which was prepared by incorporating probe 1 into a hydrogel, showed a fully reversible response, a response time of 150 s, and a signal change of 7.8% per 1 mm K+ within the range 1-10 mm K+. The membrane was easily fabricated (only a single sensing layer on a solid polyester support), yet no leaching was observed. Moreover, compound 1 rapidly permeated into cells, was cytocompatible, and was suitable for the fluorescent imaging of K+ ions on both the extracellular and intracellular levels.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | ELECTRON-TRANSFER SENSORS; AMMONIUM CATION-BINDING; PIVOT LARIAT ETHERS; TERMINAL ALKYNES; FLUORESCENT; POTASSIUM; SODIUM; INDICATOR; SWITCHES; CALCIUM; crown compounds; fluorescence; gels; potassium; sensors |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Analytische Chemie, Chemo- und Biosensorik > Chemo- und Biosensorik (Prof. Antje J. Bäumner, formerly Prof. Wolfbeis) |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 27 Mar 2020 08:56 |
| Last Modified: | 27 Mar 2020 08:56 |
| URI: | https://pred.uni-regensburg.de/id/eprint/15830 |
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