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A nitrobenzoxadiazole-based near-infrared fluorescent probe for the specific imaging of H2S in inflammatory and tumor mice
Analyst ( IF 4.2 ) Pub Date : 2022-05-30 , DOI: 10.1039/d2an00623e
Wen-Xin Wang 1 , Zhi-Qing Wang 1 , Zhi-Ke Tan 1 , Guo-Jiang Mao 2 , Dong-Hua Chen 1 , Chun-Yan Li 1
Affiliation  

As a common gaseous signaling molecule, hydrogen sulfide (H2S) plays a vital role in physiology and pathology. The development of fluorescent probes for detecting H2S has attracted widespread attention. However, most of the reported fluorescent probes with nitrobenzoxadiazole (NBD) as the recognition group have been widely used to simultaneously detect biothiols and H2S, instead of specifically detecting H2S. Herein, a novel NBD-based near-infrared (NIR) fluorescent probe named CX-N for the detection of H2S is synthesized. The selectivity of CX-N for H2S is significantly higher than that for biothiols and other potential interferences. After reacting with H2S, CX-N shows a significant increase in NIR fluorescence (75-fold), large Stokes shift (155 nm) and fast response (4 min). And the possible response mechanism of CX-N to H2S is given and confirmed by HPLC and HRMS. Based on the low cytotoxicity of CX-N, it has been used for H2S imaging in live cells and zebrafish. More importantly, CX-N has also been successfully applied for the real-time imaging of H2S in inflammatory and tumor mice based on its NIR emission, which provides a reliable platform for the specific recognition of H2S in complex biological systems.

中文翻译:

一种基于硝基苯并恶二唑的近红外荧光探针,用于炎症和肿瘤小鼠中 H2S 的特异性成像

作为一种常见的气体信号分子,硫化氢(H 2 S)在生理和病理中起着至关重要的作用。用于检测H 2 S的荧光探针的开发引起了广泛关注。然而,大多数报道的以硝基苯并恶二唑(NBD)为识别基团的荧光探针已被广泛用于同时检测生物硫醇和H 2 S,而不是特异性检测H 2 S。 ) 合成了用于检测H 2 S 的荧光探针CX-N 。CX-N 对 H 2 S 的选择性明显高于对生物硫醇和其他潜在干扰物的选择性。与H 2反应后S,CX-N 显示 NIR 荧光显着增加(75 倍)、大斯托克斯位移(155 nm)和快速响应(4 分钟)。并给出了CX-N对H 2 S可能的反应机理,并通过HPLC和HRMS进行了证实。基于 CX-N 的低细胞毒性,它已被用于活细胞和斑马鱼的 H 2 S 成像。更重要的是,CX-N还成功应用于基于近红外发射的炎症和肿瘤小鼠H 2 S的实时成像,为复杂生物系统中H 2 S的特异性识别提供了可靠的平台。
更新日期:2022-05-30
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