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Near-Infrared Fluorescent Probe for H2S Detection: Will pH Affect the Intracellular Sensing?
ACS Sensors ( IF 8.2 ) Pub Date : 2022-08-17 , DOI: 10.1021/acssensors.2c01402 Xiaowen Guan 1 , Hua Lu 2 , Xiyang Ge 1 , Yiyan Yin 1 , Jin Ouyang 1 , Na Na 1
ACS Sensors ( IF 8.2 ) Pub Date : 2022-08-17 , DOI: 10.1021/acssensors.2c01402 Xiaowen Guan 1 , Hua Lu 2 , Xiyang Ge 1 , Yiyan Yin 1 , Jin Ouyang 1 , Na Na 1
Affiliation
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Near-infrared (NIR) fluorescent probe has exhibited unique advantages for in vitro and in vivo detection of hydrogen sulfide (H2S), an important endogenous gasotransmitter in redox homeostasis and multiple life processes. However, both the pH-dependent emission of NIR probes and H2S conversions would normally affect the accurate detection in cellular environments in different acidic conditions. Herein, both experiments and theoretical calculations were carried out to examine the effect of pH on intracellular sensing of H2S by the NIR probe. Selecting a NIR probe of R1 with dual-excited NIR responses to H2S as the model, the pH-dependent R1 emission was confirmed by optical measurements, whose structural changes were further examined by mass spectrometry (MS). Significantly, the dynamic changes versus pH increase were employed for the online monitoring of ambient MS (AMS), observing important intermediate species without sample pretreatments. Thereby, intermediates and transition states were confirmed by theoretical calculations, which proposed the mechanism of nucleophilic substitution, followed by the hydrolysis process with increasing pH. As examined, R1 exhibited a relatively stable NIR emission at pH 4–8, while a dramatic change in signals occurred at higher-pH conditions. Therefore, R1 was demonstrated to be reliable for intracellular sensing of H2S and had been confirmed by cell imaging. This work has initiated a comprehensive strategy for evaluating fluorescence (FL) probes, showing potential for the development of fluorescent probes.
中文翻译：
用于 H2S 检测的近红外荧光探针：pH 值会影响细胞内传感吗？
近红外 (NIR) 荧光探针在硫化氢 (H 2 S)的体外和体内检测中展现出独特的优势，硫化氢 (H 2 S) 是氧化还原稳态和多种生命过程中重要的内源性气体递质。然而，NIR 探针的 pH 依赖性发射和 H 2 S 转化通常会影响不同酸性条件下细胞环境中的准确检测。在此，进行了实验和理论计算以检查pH对NIR探针的细胞内H 2 S感测的影响。选择对 H 2 S具有双激发 NIR 响应的R1的 NIR 探针作为模型，pH 依赖性R1通过光学测量证实了发射，其结构变化通过质谱法（MS）进一步检查。值得注意的是，动态变化与 pH 增加的关系被用于环境 MS (AMS) 的在线监测，无需样品预处理即可观察重要的中间物种。因此，通过理论计算证实了中间体和过渡态，提出了亲核取代的机理，随后是随着 pH 值的增加而发生的水解过程。经检查，R1在 pH 值 4–8 时表现出相对稳定的 NIR 发射，而在较高 pH 值条件下信号发生显着变化。因此，R1 被证明对于 H 2的细胞内感测是可靠的S 并已通过细胞成像证实。这项工作启动了评估荧光 (FL) 探针的综合策略，显示了荧光探针开发的潜力。
更新日期：2022-08-17
中文翻译：
用于 H2S 检测的近红外荧光探针：pH 值会影响细胞内传感吗？
近红外 (NIR) 荧光探针在硫化氢 (H 2 S)的体外和体内检测中展现出独特的优势，硫化氢 (H 2 S) 是氧化还原稳态和多种生命过程中重要的内源性气体递质。然而，NIR 探针的 pH 依赖性发射和 H 2 S 转化通常会影响不同酸性条件下细胞环境中的准确检测。在此，进行了实验和理论计算以检查pH对NIR探针的细胞内H 2 S感测的影响。选择对 H 2 S具有双激发 NIR 响应的R1的 NIR 探针作为模型，pH 依赖性R1通过光学测量证实了发射，其结构变化通过质谱法（MS）进一步检查。值得注意的是，动态变化与 pH 增加的关系被用于环境 MS (AMS) 的在线监测，无需样品预处理即可观察重要的中间物种。因此，通过理论计算证实了中间体和过渡态，提出了亲核取代的机理，随后是随着 pH 值的增加而发生的水解过程。经检查，R1在 pH 值 4–8 时表现出相对稳定的 NIR 发射，而在较高 pH 值条件下信号发生显着变化。因此，R1 被证明对于 H 2的细胞内感测是可靠的S 并已通过细胞成像证实。这项工作启动了评估荧光 (FL) 探针的综合策略，显示了荧光探针开发的潜力。
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