Abstract
The synthesis and spectral properties of a chemidosimeter 1,4-di[2-(6-ethylamino-3-ethylimino-2,7-dimethyl-3H-xanthen-9-yl) benzoic acid (aminomethyl)-3-phenylthiourea] benzene (1) for Hg(II) ions are reported, and it has been demonstrated that 1 can be used as a fluorescent probe for monitoring Hg(II) ions in living cells.
Graphical abstract
A highly sensitive fluorescent probe (1) was developed as a fluorescent and colorimetric chemodosimeter in dimethyl sulfoxide/methanol solution with a broad pH range (pH 5–10) and high selectivity toward Hg2+ ions but no significant response toward other competitive cations. Furthermore, by means of confocal laser scanning microscopy experiments, it is demonstrated that 1 can be used as a fluorescent probe for monitoring Hg2+ in living cells.
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Notes
The crystal structure of 1 (CH3CN/dimethylformamide) is a colorless block form and has dimensions of 0.32 × 0.27 × 0.25 Å3; triclinic; space group P − 1, a = 7.663(6) Å, b = 9.618(7) Å, c = 25.46(2) Å, α = 81.481(14)°, β = 87.922(14)°, γ = 88.921(14)°, V = 1854(2) Å3, Z = 2, ρ = 1.252 Mg/m3, R1 = 0.0780, wR2 = 0.2458, goodness of fit 1.067. Crystallographic data for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre (CCDC) as supplementary publication no. CCDC-712259. Copies of the data can be obtained free of charge from the CCDC (12 Union Road, Cambridge CB2 1EZ, UK; Tel.: +44-1223-336408; Fax: +44-1223-336003; e-mail: deposit@ccdc.cam.ac.uk; Web site: http://www.ccdc.cam.ac.uk).
The EPA standard for the maximum allowable amount of Hg2+ in drinking water is 2 ppb.
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Acknowledgments
This study was supported by the Foundation of State Key Laboratory of Applied Organic Chemistry and the NSFC (20171019). Thanks to Yuming Zhao for NMR measurements and Binxun Yu for helpful discussions.
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Xi, Px., Huang, L., Liu, H. et al. Dual-rhodamine urea derivative, a novel chemidosimeter for Hg(II) and its application in imaging Hg(II) in living cells. J Biol Inorg Chem 14, 815–819 (2009). https://doi.org/10.1007/s00775-009-0546-0
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DOI: https://doi.org/10.1007/s00775-009-0546-0