A Highly Potassium-Selective Ratiometric Fluorescent Indicator Based on BODIPY Azacrown Ether Excitable with Visible Light
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- 1 September 2005
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 7 (20) , 4377-4380
- https://doi.org/10.1021/ol051603o
Abstract
A potassium-selective fluorescent BODIPY-linked azacrown ether chemosensor has been synthesized using novel substitution reactions of 3,5-dichloroBODIPY. The indicator absorbs and emits light in the visible wavelength range. The dissociation constant Kd for the complex between K+ and the probe is 0.5 mM in acetonitrile. Quantum chemical calculations show that the experimental hypsochromic shifts in absorption and fluorescence upon potassium binding are due to complexation, which induces a large conformational change of the sensor.Keywords
This publication has 12 references indexed in Scilit:
- Design of an efficient charge-transfer processing molecular system containing a weak electron donor: spectroscopic and redox properties and cation-induced fluorescence enhancementChemical Physics Letters, 2000
- Ultrafast Charge Transfer in Amino-Substituted Boron Dipyrromethene Dyes and Its Inhibition by Cation Complexation: A New Design Concept for Highly Sensitive Fluorescent ProbesThe Journal of Physical Chemistry A, 1998
- Photophysics of SBFO: A Fluorescent Indicator for Na+The Journal of Physical Chemistry B, 1998
- Potential Misevaluation of the Ground-State Dissociation Constant from Fluorimetric Titrations: Application to the Ion Indicators SBFI, PBFI, and Fura-2Analytical Biochemistry, 1997
- Fluorescence and Absorption Spectroscopic Properties of Dipyrrometheneboron Difluoride (BODIPY) Derivatives in Liquids, Lipid Membranes, and ProteinsJournal of the American Chemical Society, 1994
- Application of a universal force field to organic moleculesJournal of the American Chemical Society, 1992
- Fluorescent membrane probes incorporating dipyrrometheneboron difluoride fluorophoresAnalytical Biochemistry, 1991
- Optical sensors: An ion-selective optrode for potassiumAnalytica Chimica Acta, 1987
- The chemistry of small‐ring compounds. Part 38. The transient existence of 1‐(p‐anisyl)cyclopropyl cationRecueil des Travaux Chimiques des Pays-Bas, 1977
- An intermediate neglect of differential overlap technique for spectroscopy: Pyrrole and the azinesTheoretical Chemistry Accounts, 1973