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A near-infrared 'on-off' fluorescent and colourimetric cyanide chemodosimeter based on phenothiazine with applications in living cell imaging

机译:基于吩噻嗪的近红外“开-关”荧光比色氰化学计量仪及其在活细胞成像中的应用

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A great deal of effort has been devoted to developing easy-to-use near-infrared probes for detecting analytes due to their advantages in the field of biosensing. Herein, a near-infrared "on-off" fluorescent chemodosimeter PTZ based on dicyano-vinyl-functionalised phenothiazine was designed and synthesised. The PTZ compound was shown to efficiently recognise cyanide ions in aqueous media by virtue of the special nucleophilicity of cyanide ions, which affects the intramolecular charge transfer efficiency in the molecule. Furthermore, it was found that it exhibited a rapid colourimetric and quenchable near-infrared (NIR) fluorescent response to cyanide ions with a detection limit as low as 67 nM, and that other anions showed almost no interference even at high concentrations. Optical spectroscopic measurements, H-1 NMR and mass spectrometry titrations, and theoretical simulations were carried out to elucidate the sensing mechanism of compound PTZ. Moreover, potential applications of this compound for biosensing have been exemplified by the successful fluorescent microscopic imaging for the detection of cyanide ions in HeLa cells.
机译:由于其在生物传感领域的优势,已致力于开发易于使用的近红外探针来检测分析物。本文中,设计并合成了基于双氰基乙烯基官能化吩噻嗪的近红外“开-关”荧光化学测深仪PTZ。由于氰化物离子的特殊亲核性,PTZ化合物可有效识别水性介质中的氰化物离子,这会影响分子内的分子内电荷转移效率。此外,发现它对氰化物离子表现出快速的比色和可淬灭的近红外(NIR)荧光响应,检测限低至67 nM,即使在高浓度下,其他阴离子也几乎没有干扰。进行了光谱测量,H-1 NMR和质谱滴定以及理论模拟,以阐明化合物PTZ的传感机理。此外,该化合物在生物传感中的潜在应用已通过成功的荧光显微成像技术进行了检测,用于检测HeLa细胞中的氰化物离子。

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