A colorimetric and ratiometric fluorescent probe for cyanide sensing in aqueous media and live cells. Issue 30 (16th July 2019)

• Record Type: Journal Article
• Authors: Hou, Lingjie; Li, Fan; Guo, Jinchang; Zhang, Xiaoying; Kong, Xiangyu; Cui, Xinyan Tracy; Dong, Chuan; Wang, Yu; Shuang, Shaomin
• Is Part Of: Journal of materials chemistry. Volume 7:Issue 30(2019)
• Page Start: 4620
• Page End: 4629
• Publication Date: 2019-07-16
• Subjects: Materials -- Periodicals; Chemistry, Analytic -- Periodicals; Biomedical materials -- Research -- Periodicals; 543.0284
• DOI: 10.1039/c9tb00842j
• Languages: English
• ISSNs: 2050-750X

Abstract

Abstract : A mitochondria-targeting ratiometric fluorescent probe for cyanide was reported. Abstract : A novel probe, 3-benzyl-2-( N -ethylcarbazole-3-vinyl)-benzothiazolium bromide (L ), was synthesized and utilized for the specific detection of cyanide ions in neutral aqueous solution (HEPES buffer, pH 7.4). This probe displays a fast response through visible colorimetric and fluorogenic changes toward CN −, allowing for ratiometric sensing of cyanide in aqueous media. The ratiometric response is due to the breaking of the extensive π-conjugation and the intramolecular charge transfer (ICT) by the nucleophilic conjugation addition of cyanide toL, which is ascertained by NMR and ESI-MS analysis as well as density functional theory (DFT) calculations. The detection limit of CN − (3.39 × 10 −7 M) is well below the limit recommended in the World Health Organization (WHO) guidelines for drinking water. Moreover, fluorescence co-localization studies demonstrate thatL is a specific mitochondria-targeting fluorescent probe. As far as we are aware, compoundL is the first mitochondria-targeting probe for cyanide detection and can be used for sensing CN − in living cells with dual channel ratiometric fluorescence imaging.