Journal
DYES AND PIGMENTS
Volume 162, Issue -, Pages 303-308Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.dyepig.2018.10.017
Keywords
Biothiols; Chromo-fluorogenic detection; Cu(II) complex; Displacement assay
Funding
- Spanish Government [MAT2015-64139-C4-1-R, AGL2015-70235-C2-2-R]
- Generalitat Valenciana [PROMETEOII/2014/047]
- Fundacao para a Ciencia e a Tecnologia
- FCT [UID/QUI/00686/2013, UID/QUI/0686/2016, SFRH/BD/86408/2012]
- FEDER (European Fund for Regional Development)-COMPETEQREN-EU [UID/QUI/00686/2013, UID/QUI/0686/2016, SFRH/BD/86408/2012]
- Fundação para a Ciência e a Tecnologia [SFRH/BD/86408/2012] Funding Source: FCT
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A new simple and easy-to-prepare imidazole-based probe 1 was synthesized and used to detect Cu(II) and biothiols (Cys, Hcy and GSH) in aqueous environments. Addition of increasing amounts of Cu(II) to water (pH 7.4)-acetonitrile 90:10 v/v solutions of probe 1 induced the apperance of a red-shifted absorption together with a marked colour change from colorless to deep blue. In addition, probe 1 was fluorescent and a marked emission quenching in the presence of Cu(II) was observed. The optical response is selective and other cations tested do not induce significant chromo-fluorogenic modulations. Limits of detection for Cu(II) of 0.7 and 3.2 mu M using UV-visible and fluorescence data were determined. On the other hand, addition of Cys, Hcy and GSH to the deep-blue water (pH 7.4)-acetonitrile 90:10 v/v solutions of the 1-Cu(II) complex reulted in a marked bleaching together with the appearance of a highly emissive band centred at 475 nm. Other amino acids tested induced negligible response. The limits of detection for Cys, Hcy and GSH using 1-Cu(II) and emission data are 6.5, 5.0 and 10.2 mu M, respectively. These optical changes were ascribed to a biothiol-induced demetallation process of the 1-Cu(II) complex that released the free probe. Besides, probe 1 is non-toxic and can be used for Cu(II) detection in HeLa cells.
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