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一种双响应近红外荧光探针,用于分别和连续识别 HS 和 Cys,具有不同的荧光信号及其应用。

A dual-response NIR fluorescent probe for separately and continuously recognizing HS and Cys with different fluorescence signals and its applications.

机构信息

Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, Nanchang 330013, PR China.

Department of Ecology and Environment, Yuzhang Normal University, Nanchang 330103, P. R. China.

出版信息

Analyst. 2023 Sep 25;148(19):4829-4836. doi: 10.1039/d3an00871a.

DOI:10.1039/d3an00871a
PMID:37622291
Abstract

Given the significant interactions between hydrogen sulfide (HS) and cysteine (Cys) in organisms, a dual-site multi-purpose fluorescent probe (Cy-NP) for HS and Cys was synthesized. Cy-NP is composed of two fluorophores: naphthalimide that emits in the visible region of 500-600 nm, and cyanine dye that emits in the NIR region of 700-800 nm. Cy-NP showed admirable sensitivity and selectivity for identifying HS and Cys by fluorescent signals with limits of detection as low as 0.15 μM and 1.4 μM, respectively. Furthermore, other biological thiols (especially GSH and Hcy) showed no positive response to Cy-NP compared with HS and Cys. The chemical mechanism of Cy-NP with HS and Cys in DMF/PBS (1/1, v/v, pH = 7.4) solution was verified by HRMS and DFT calculations. Further, Cy-NP was successfully applied to monitor HS released in raw meat and adapted to detect HS and Cys in MCF-7 cells independently and continuously.

摘要

鉴于硫化氢 (HS) 和半胱氨酸 (Cys) 在生物体中的显著相互作用,合成了一种用于 HS 和 Cys 的双位点多用途荧光探针 (Cy-NP)。Cy-NP 由两个荧光团组成:在 500-600nm 的可见光区域发射的萘酰亚胺,以及在 700-800nm 的近红外区域发射的菁染料。Cy-NP 通过荧光信号对 HS 和 Cys 的识别具有令人钦佩的灵敏度和选择性,检测限分别低至 0.15μM 和 1.4μM。此外,与 HS 和 Cys 相比,其他生物硫醇(特别是 GSH 和 Hcy)对 Cy-NP 没有阳性反应。通过高分辨率质谱 (HRMS) 和密度泛函理论 (DFT) 计算验证了 Cy-NP 与 DMF/PBS(1/1,v/v,pH=7.4)溶液中的 HS 和 Cys 的化学机制。此外,Cy-NP 成功应用于监测生肉中释放的 HS,并适应独立和连续检测 MCF-7 细胞中的 HS 和 Cys。

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