Malankar Gauri S, Sakunthala Arunima, Navalkar Ambuja, Maji Samir K, Raju Saravanan, Manjare Sudesh T
Department of Chemistry, University of Mumbai, Mumbai, 400098, India.
Department of Biosciences and Bioengineering, IIT Bombay, Mumbai, 400076, India.
Anal Chim Acta. 2021 Mar 15;1150:338205. doi: 10.1016/j.aca.2021.338205. Epub 2021 Jan 15.
Phenylselenide substituted BOPHY probes (BOPHY-SePh and PhSe-BOPHY-SePh) were synthesized and characterized by NMR spectroscopy and single-crystal XRD. Both the probes selectively detect HOCl in water with high sensitivity over other reactive oxygen species. A fluorescence "turn-on" event was attained due to cease of the PET process through transformation of selenide to selenoxide. Both the probes react with HOCl in less than 1 s. PhSe-BOPHY-SePh probe depicted low background fluorescence due to presence of two phenylselenide groups at BOPHY. PhSe-BOPHY-SePh probe has a low detection limit (0.63 μM) than BOPHY-SePh probe (1.08 μM). The bioimaging studies of both the probes were carried out in MCF 7 cells. Both the probes exhibited a good fluorescence response for HOCl in vitro and in mammalian cells. In addition, the probes showed reversibility with all bio-thiols, which was validated in MCF 7 cells using GSH.
合成了苯基硒取代的BOPHY探针(BOPHY-SePh和PhSe-BOPHY-SePh),并通过核磁共振光谱和单晶X射线衍射对其进行了表征。与其他活性氧相比,这两种探针都能在水中选择性地高灵敏度检测次氯酸。由于硒化物转化为亚硒氧化物导致光致电子转移过程停止,从而实现了荧光“开启”事件。两种探针与次氯酸的反应均在1秒内完成。由于BOPHY上存在两个苯基硒基团,PhSe-BOPHY-SePh探针呈现出低背景荧光。PhSe-BOPHY-SePh探针的检测限(0.63 μM)低于BOPHY-SePh探针(1.08 μM)。对这两种探针都进行了MCF 7细胞中的生物成像研究。两种探针在体外和哺乳动物细胞中对次氯酸均表现出良好的荧光响应。此外,探针与所有生物硫醇都具有可逆性,这在MCF 7细胞中使用谷胱甘肽进行了验证。