Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan 411105, PR China.
Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, PR China.
Anal Chem. 2021 Feb 16;93(6):3301-3307. doi: 10.1021/acs.analchem.0c05364. Epub 2021 Feb 3.
Diabetes is one of the metabolic diseases marked by hyperglycemia and is often accompanied by the occurrence of some complications. As a biomarker of oxidative stress, hydrogen peroxide (HO) has close association with the occurrence and development of diabetes and its complications. Unfortunately, there is no fluorescent probe reported for imaging HO in diabetic mice. Here, a novel near-infrared (NIR) fluorescent probe named QX-B was designed and synthesized to detect HO. For the probe, the quinolinium-xanthene dye is used as the fluorophore and borate ester is chosen as the response group. After the addition of HO, a strong NIR fluorescence signal at 772 nm is observed. The probe not only shows high sensitivity with 10-fold enhancement but also displays excellent selectivity to HO over other possible interfering species. In the meantime, the possible response mechanism of QX-B toward HO was proposed and verified by the high-performance liquid chromatography (HPLC) experiment, mass spectra (MS) experiment, and density functional theory (DFT) calculation. Furthermore, based on the low cell cytotoxicity of QX-B, it has been applied in imaging exogenous and endogenous HO in HeLa cells, HCT116 cells, 4T1 cells, and zebrafish successfully. More importantly, inspired by the performance of NIR fluorescence, QX-B has been used in monitoring HO in diabetic mice for the first time. This provides very important information for the diagnosis and treatment of diabetes and its complications.
糖尿病是一种以高血糖为特征的代谢性疾病，常伴有一些并发症的发生。作为氧化应激的生物标志物，过氧化氢（HO）与糖尿病及其并发症的发生和发展密切相关。遗憾的是，目前尚未有报道用于在糖尿病小鼠中成像 HO 的荧光探针。在这里，我们设计并合成了一种新型的近红外（NIR）荧光探针 QX-B 用于检测 HO。对于该探针，我们选择了喹啉吖啶染料作为荧光团，硼酸酯作为响应基团。加入 HO 后，在 772nm 处观察到强的 NIR 荧光信号。该探针不仅表现出 10 倍的高灵敏度增强，而且对 HO 具有出色的选择性，优于其他可能的干扰物质。同时，通过高效液相色谱（HPLC）实验、质谱（MS）实验和密度泛函理论（DFT）计算，提出并验证了 QX-B 对 HO 的可能响应机制。此外，基于 QX-B 的低细胞毒性，我们成功地将其应用于 HeLa 细胞、HCT116 细胞、4T1 细胞和斑马鱼中外源和内源性 HO 的成像。更重要的是，受 NIR 荧光性能的启发，QX-B 首次被用于监测糖尿病小鼠中的 HO。这为糖尿病及其并发症的诊断和治疗提供了非常重要的信息。
