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Construction of ratiometric hydrogen sulfide probe with two reaction sites and its applications in solution and in live cells

机译:用两种反应位点和活液和活细胞施工大率硫化氢探针及其应用

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摘要

Hydrogen sulfide (H2S), as the third multifunctional signaling biomolecule, it acts as a neuromodulator in the human brain and is recognized as an important gas transmitter in human physiology. The abnormal concentrations of H2S in human cells can result in several common diseases. Therefore, accurate, fast, and reliable methodologies are required for measuring the in vitro and in vivo concentrations of H2S to further investigate its function. In this study, a novel DR-SO2N3 fluorescent probe containing the fluorophore Disperse Red 277 and a sulfonyl azide group was developed and exploited based on the structural characteristic of Disperse Red 277 that contains the active site easily can be attacked by HS-. Therefore, this probe featured two reaction sites that involved the reduction and Michael addition of H2S and exhibited rapid ratiometric fluorescence changes and high selectivity towards H2S with a 619-fold enhancement factor. Further, the density functional theory (DFT)/time-dependent density functional theory (TDDFT) studies are conducted to understand the photophysical properties of DR-SO2N3 and the final product DRHS-SO2NH2, which makes the proposed mechanism more reasonable. Furthermore, the probe was successfully applied for the ratiometric fluorescence imaging of exogenous H2S in living cells. (c) 2019 Elsevier B.V. All rights reserved.
机译:作为第三多功能信号传导生物分子的硫化氢(H 2 S),其作为人脑中的神经调节剂,并且被认为是人体生理中的重要燃气发射器。人细胞中H2S的异常浓度可导致几种常见疾病。因此,需要精确,快速,可靠的方法来测量体外和体内H2S的体外浓度,以进一步研究其功能。在这项研究中,将含有荧光团分散红277和磺酰叠氮基团的新的DR--SO 2 N 3荧光探针的开发并加以利用基于包含活性位点很容易可以通过HS-被攻击分散红277的结构特征。因此,该探针采用两个反应位点,其涉及H2S的减少和迈克尔添加,并表现出快速的荧光变化,并且对H2S的增强因子具有高选择性。此外,密度泛函理论(DFT)/时间依赖密度泛函理论(TDDFT)研究以了解DR -SO 2 N 3的光物理性质和最终产品DRHS-SO2NH2,这使得所提出的机制更合理。此外,探针成功地应用于活细胞中外源性H2S的比例荧光成像。 (c)2019 Elsevier B.v.保留所有权利。

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