H2O2-Activated NIR-II Fluorescent Probe with a Large Stokes Shift for High-Contrast Imaging in Drug-Induced Liver Injury Mice,Analytical Chemistry

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H2O2-Activated NIR-II Fluorescent Probe with a Large Stokes Shift for High-Contrast Imaging in Drug-Induced Liver Injury Mice
Analytical Chemistry ( IF 6.7 ) Pub Date : 2022-08-07 , DOI: 10.1021/acs.analchem.2c02052
Yang Tian ₁ , Senyao Liu ₁ , Wenwen Cao ₁ , Peng Wu ₁ , Zhaoming Chen ₁ , Hu Xiong ₁

Affiliation

Drug-induced liver injury (DILI) is the most common clinical adverse drug reaction, which is closely associated with the oxidative stress caused by overproduced reactive oxygen species. Hepatic H₂O₂, as an important biomarker of DILI, plays a crucial role in the progression of DILI. However, there remains a challenge to develop H₂O₂-activatable second near-infrared (NIR-II, 1000–1700 nm) small molecular probes with both a large Stokes shift and a long emission wavelength beyond 950 nm. Herein, we developed an activatable NIR-II fluorescent probe (IR-990) with an acceptor-π-acceptor (A-π-A) skeleton for real-time detection of H₂O₂ in vivo. In the presence of H₂O₂, nonfluorescent probe IR-990 was successfully unlocked by generating a donor-π-acceptor (D-π-A) structure and switched on intense NIR-II fluorescence, exhibiting a peak emission wavelength at 990 nm and a large Stokes shift of 200 nm. Moreover, it was able to detect H₂O₂ with high sensitivity and selectivity in vitro (LOD = 0.59 μM) and monitor the behavior of endogenous H₂O₂ in the HepG2 cell model of DILI for the first time. Notably, probe IR-990 was successfully applied in real-time imaging of endogenous H₂O₂ generation in the DILI mouse model, showing a high signal-to-background ratio of 11.3/1. We envision that IR-990 holds great potential as a powerful diagnosis tool for real-time visualization of H₂O₂ in vivo and revealing the mechanism of DILI in the future.

中文翻译：

具有大斯托克斯位移的 H2O2 激活 NIR-II 荧光探针用于药物性肝损伤小鼠的高对比度成像

药物性肝损伤（DILI）是临床最常见的药物不良反应，与过量产生的活性氧引起的氧化应激密切相关。肝脏H ₂ O ₂作为DILI的重要生物标志物，在DILI的进展中起着至关重要的作用。然而，开发具有大斯托克斯位移和超过 950 nm 的长发射波长的H ₂ O ₂可激活的第二近红外（NIR-II，1000-1700 nm）小分子探针仍然存在挑战。在此，我们开发了一种具有受体-π-受体 (A-π-A) 骨架的可激活 NIR-II 荧光探针 ( IR-990 )，用于实时检测 H ₂ O ₂体内。在 H ₂ O ₂存在下，非荧光探针IR-990通过生成供体-π-受体 (D-π-A) 结构成功解锁并开启强烈的 NIR-II 荧光，在 990 nm 处表现出峰值发射波长和 200 nm 的大斯托克斯位移。此外，它还能够在体外以高灵敏度和选择性（LOD = 0.59 μM）检测H ₂ O ₂，并首次在DILI的HepG2细胞模型中监测内源性H ₂ O _{2的行为。}值得注意的是，IR-990探针成功应用于内源性H ₂ O ₂的实时成像在 DILI 小鼠模型中生成，显示出 11.3/1 的高信背景比。我们设想IR-990作为一种强大的诊断工具具有巨大的潜力，可用于实时可视化体内H ₂ O _{2并揭示未来 DILI 的机制。}

更新日期：2022-08-07

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