Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 8, Pages 2225-2229Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201307848
Keywords
amidothiourea; fluorescent probes; fluoride; hydrogen bonds; photoinduced electron transfer
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Funding
- Alexander von Humboldt Foundation
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The measurement of biologically relevant anions, such as fluoride, is an important task in analytical chemistry, in particular, for dental health and osteoporosis. Although a large number of fluoride probes are known, the applicability under relevant conditions is limited to a few examples. To improve this situation, BODIPY-amidothiourea dyes with varying hydrogen-bond donating strengths were developed, the most H-acidic of which (1c) could detect F- from an inorganic source (NaF) in 50% aqueous solution (DMSO/water 1:1, v/v) with 0.01ppm sensitivity through selective fluorescence quenching by a photoinduced electron-transfer (PET) process. Use of the probe and a reference dye with a test-strip assay and a portable and rapidly recording lateral-flow fluorescence reader made determination of F- in neat aqueous solutions, such as spiked water samples and toothpaste extracts, possible in a self-referenced manner, achieving a detection limit of 0.2ppm.
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