1. Selective fluorescent sensor for mercury ions in aqueous media using a 1,4-dihydropyridine derivative
- Author
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Daranee Homraruen, Mongkol Sukwattanasinitt, Thirawat Sirijindalert, Anawat Ajavakom, and Luxsana Dubas
- Subjects
Detection limit ,chemistry.chemical_classification ,endocrine system ,Chemistry ,Carboxylic acid ,Organic Chemistry ,Inorganic chemistry ,Dihydropyridine ,Biochemistry ,Chemical reaction ,Fluorescence ,Ion ,chemistry.chemical_compound ,Drug Discovery ,medicine ,Proton NMR ,Pyridinium ,medicine.drug ,Nuclear chemistry - Abstract
Novel 1,4-dihydropyridine (DHP) derivatives containing 3 carboxylic acid units are synthesized via cyclotrimerization of N -substituted β-aminoacrylates followed by basic hydrolysis of the triester. These DHP derivatives are readily soluble in aqueous media buffered at pH 8.0 and the solutions give blue fluorescent signals with quantum yields of 7–23%. One of these compounds, bearing a p -methoxyphenyl N -substituted group, shows specific fluorescent quenching with the mercuric ion (Hg 2+ ). The fluorescent signal of the DHP derivative decays over a period of minutes to hours depending on the Hg 2+ concentration, which implies that the sensing mechanism involves chemical reaction between the Hg 2+ ion and the DHP compound. The 1 H NMR and MS data suggest that Hg 2+ mediates the oxidation of the DHP ring into a pyridinium ring. The event is useful for fluorescent detection of Hg 2+ at the micromolar level within 30 min, with a detection limit of 0.2 μM in aqueous medium.
- Published
- 2013
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