Abstract
A new thiourea derivative (PT) bearing a water-soluble porphyrin fluorophore was synthesized and used as a highly sensitive and selective chemodosimeter for mercury ions (Hg2+) in aqueous solution. PT exhibits large ratiometric absorption and fluorescence emission variations upon exposure to various Hg2+ concentrations based on the Hg2+-promoted intramolecular cyclic guanylation of thiourea. This mechanism was verified via NMR, MS, and FT-IR spectral data. The chemodosimeter is highly selective for Hg2+ in the presence of alkali, alkaline earth, transition, and heavy metal ions in the physiological pH window with a detection limit of ppb level. The selectivity can also be visualized under UV light, whereby the red fluorescence of PT becomes orange only in the presence of Hg2+. The potential practical application of PT to detect Hg2+ on paper strips is also described. Finally, in living cells, it exhibits excellent membrane permeability and low toxicity and thus can be used for confocal fluorescence imaging of intracellular Hg2+.
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