A Selective, Nontoxic, OFF-ON Fluorescent Molecular Sensor Based on 8-Hydroxyquinoline for Probing Cd2+ in Living Cells

被引:137
作者
Mameli, Marta [1 ]
Aragoni, M. Carla [1 ]
Arca, Massimiliano [1 ]
Caltagirone, Claudia [1 ]
Demartin, Francesco [2 ]
Farruggia, Giovanna [3 ]
De Filippo, Greta [1 ]
Devillanova, Francesco A. [1 ]
Garau, Alessandra [1 ]
Isaia, Francesco [1 ]
Lippolis, Vito [1 ]
Murgia, Sergio [4 ]
Prodi, Luca [5 ]
Pintus, Anna [1 ]
Zaccheroni, Nelsi [5 ]
机构
[1] Univ Cagliari, Dipartimento Chim Inorgan & Analit, I-09042 Monserrato, CA, Italy
[2] Univ Milan, Dipartimento Chim Strutturale & Stereochim Inorga, I-20133 Milan, Italy
[3] Univ Bologna, Dipartimento Biochim G Moruzzi, I-40127 Bologna, Italy
[4] Univ Cagliari, Dipartimento Sci Chim, I-09042 Monserrato, CA, Italy
[5] Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
关键词
cadmium; density functional calculations; fluorescent probes; imaging agents; macrocycles; EQUILIBRIUM-CONSTANTS; CADMIUM; CHEMOSENSOR; COMPLEXES; LIGAND; LUMINESCENCE; SPECTROSCOPY; DIFFUSION; CHEMISTRY; MAGNESIUM;
D O I
10.1002/chem.200902005
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In spite of the fact that cadmium(II) has been recognized as a highly toxic element and that excessive exposure to this metal ion has been reported to have many adverse effects on human health, very few selective and specific fluorescent probes are available for imaging Cd2+ in living cells. Herein, we report the spectroscopic and photochemical characterization of 5-(5-cliloro-8-hydroxvquinolinylmeth-yl)-2,8-dithia-5-aza-2,6-pyidinophane (L) as a fluorescent sensor for the selective imaging of Cd2+ in living cells. In particular, the response of L to Cd2+ was first assessed in aqueous solutions, sodium dodecyl sulfate micelles, and liposomes, and subsequently in living cells by fluorescence microscopy techniques. Cytofluorimetric analyses of leukemic HL-60 cells loaded with L also allowed evaluation of the toxicity of the probe and the selective analysis of its intracellular fluorescence in the presence of Cd2+. Furthermore, the 1:1 complex species [Cd(L)H2O](2+) responsible for the OFF-ON chelation enhancement of fluorescence (CHEF) effect on L was structurally characterized; time-dependent DFT calculations allowed the prediction of theoretical excitations, which were comparable with the experimental ones.
引用
收藏
页码:919 / 930
页数:12
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