ArticleAnalytical biochemistry2004
Excitation and emission wavelength ratiometric cyanide-sensitive probes for physiological sensing.
Article in Analytical biochemistry, 2004. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed, 86 citations in OpenAlex.
- Nitroaromatic detection and infrared communication from wild-type plants using plant nanobionics.Nature materials · 2017Article
- Crystal structure of 3-benzamido-1-(4-nitro-benz-yl)quinolinium tri-fluoro-methane-sulfonate.Acta crystallographica. Section E, Crystallographic communications · 2016Article
- Synthesis of 1,8-naphthyridines and their application in the development of anionic fluorogenic chemosensors.Journal of fluorescence · 2012Article
- The concept of λ-ratiometry in fluorescence sensing and imaging.Journal of fluorescence · 2010Review
- Carbohydrate recognition by boronolectins, small molecules, and lectins.Medicinal research reviews · 2010Review
- Carbohydrate biomarkers for future disease detection and treatment.Science China. Chemistry · 2010Review
- Molecular fluorescence, phosphorescence, and chemiluminescence spectrometry.Analytical chemistry · 2006Article
- New advances in fluorogenic anion chemosensors.Journal of fluorescence · 2005Article
- Cyanide-sensitive fluorescent probes.Dyes and pigments : an international journal · 2005Article
- Fluorescence intensity and lifetime-based cyanide sensitive probes for physiological safeguard.Analytica chimica acta · 2004Article
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Authors and funding
3 authors at 2 institutions in 1 country.
Funding
Abstract
We characterize three new fluorescent probes that show both spectral shifts and intensity changes in the presence of aqueous cyanide, allowing for both excitation and fluorescence emission wavelength ratiometric and colorimetric sensing. The relatively high binding constants of the probes for cyanide enables a distinct colorimetric change to be visually observed with as little as 10 microM cyanide. The response of the new probes is based on the ability of the boronic acid group to interact with the CN(-) anion, changing from the neutral form of the boronic acid group R-B(OH)(2) to the anionic R-B(-)(OH)3 form, which is an electron-donating group. The presence of an electron-deficient quaternary heterocyclic nitrogen center and a strong electron-donating amino group in the 6 position on the quinolinium backbone provides for the spectral changes observed upon CN(-) complexation. We have determined the binding constants for the ortho-, meta-, and para-boronic acid probes to be 0.12, 0.17, and 0.14 microM(-3). In addition we have synthesized a control compound that does not contain the boronic acid moiety, allowing for structural comparisons and a rationale for the sensing mechanism to be made. Finally we show that the affinity for monosaccharides, such as glucose or fructose, is relatively low as compared to that for cyanide, enabling the potential detection of cyanide in physiologies up to lethal levels.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.