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Dicyanoisophorone-based near-infrared fluorescent probe with large Stokes shift for the monitoring and bioimaging of hypochlorite
Talanta ( IF 6.1 ) Pub Date : 2024-04-05 , DOI: 10.1016/j.talanta.2024.126063
Yingkai Gao , Chuanfeng Fan , Jian Gao , Xintong Yang , Xiaochun Wang , Fei Li , Jin Zhou , Haifeng Yu , Yi Huang , Yingying Shan , Li Chen

Hypochlorite (ClO), as one of reactive oxygen species (ROS), is closely linked to various illnesses and is essential for the proper functioning of immune system. Hence, monitoring and assessing ClO levels in organisms are extremely important for the clinical diagnosis of ClO-related disorders. In this study, a novel ClO-selective fluorescent probe, , was synthesized with dicyanoisophorone-xanthene unit as parent fluorophore, which displayed excellent selectivity towards ClO, near-infrared emission (755 nm), large Stokes shift (100 nm), real-time response to ClO, high sensitivity (LOD = 3.95 × 10 M), and low cytotoxicity. The recognition mechanism of towards ClO was confirmed to be a typical ICT process by HPLC-MS, HR-MS, H NMR and theoretical calculations. Meanwhile, demonstrated remarkable efficacy in monitoring ClO levels in water samples and eye-catching ability in imaging endogenous/exogenous ClO in living organisms, which verified its potential as a powerful tool for the recognition of ClO in complex biological systems.

中文翻译:

基于二氰基异佛尔酮的具有大斯托克斯位移的近红外荧光探针,用于次氯酸盐的监测和生物成像

次氯酸盐(ClO)作为活性氧(ROS)之一,与多种疾病密切相关,对于免疫系统的正常运作至关重要。因此,监测和评估生物体中的 ClO 水平对于 ClO 相关疾病的临床诊断极其重要。本研究以二氰基异佛尔酮-呫吨单元为母体荧光团,合成了一种新型ClO选择性荧光探针,该探针对ClO表现出优异的选择性、近红外发射(755 nm)、大斯托克斯位移(100 nm)、真实对 ClO 的响应时间短、灵敏度高 (LOD = 3.95 × 10 M) 和低细胞毒性。通过HPLC-MS、HR-MS、H NMR和理论计算证实了对ClO的识别机理是典型的ICT过程。同时,在监测水样中二氧化氯含量方面表现出显着的功效,并且在生物体中内源/外源二氧化氯成像方面表现出引人注目的能力,验证了其作为复杂生物系统中二氧化氯识别的有力工具的潜力。
更新日期:2024-04-05
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