比色和比例荧光探针用于水和活细胞中肼的灵敏可视化。

IF 2.6 3区化学 Q2 CHEMISTRY, ANALYTICAL

Analytical Methods Pub Date : 2025-09-30 DOI:10.1039/d5ay01337b

Weijie Chang, Wenyi Yang, Xiaoxiao Wang, Fanglong Xu, Weibing Zhang, Junhong Qian

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引用次数: 0

摘要

考虑到肼的强亲核性，设计合成了DEA-A和july - b两种荧光探针。这些探针采用2,3,5,6- 1h， 4h -四氢喹啉[9,9a，1-gh]香豆素（7- b）或N，N-二乙基-7-氨基香豆素（DEA-A）作为荧光基团，2-苯并噻唑乙腈作为N2H4的识别片段。腙的形成削弱了探针中的分子内电荷转移（ICT）过程，导致吸收和发射均发生超过100 nm的蓝移。DEA-A和july - b对N2H4有明显的比色和比色荧光反应，使我们能够“裸眼”鉴定联氨。在DEA-A中，I513/I616比值与N2H4浓度在1.0 ~ 150 μM范围内呈线性关系，N2H4的检出限为0.10 μM。在智能手机的帮助下，通过RGB图像分析可视化了真实样品中的N2H4浓度。并将两种探针应用于活的L929细胞株中N2H4的比例荧光成像。

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Colorimetric and ratiometric fluorescent probes for sensitive visualization of hydrazine in water and in living cells.

Taking account of the strong nucleophilicity of hydrazine, two fluorescent probes, DEA-A and Jul-B, were designed and synthesized. These probes employed 2,3,5,6-1H,4H-tetrahydroquinolo[9,9a,1-gh]coumarin (Jul-B) or N,N-diethyl-7-aminocoumarin (DEA-A) as the fluorophore, and 2-benzothiazole acetonitrile as the recognition moiety for N₂H₄. The formation of hydrazones weakened the intramolecular charge transfer (ICT) process in the probes, leading to blue-shifts of more than 100 nm in both absorption and emission. DEA-A and Jul-B demonstrated notable colorimetric and ratiometric fluorescence responses to N₂H₄, which enabled us to realize the identification of hydrazine using the "naked-eye". In the case of DEA-A, the I₅₁₃/I₆₁₆ ratio exhibits a linear relationship with N₂H₄ concentration in the range of 1.0-150 μM, and the detection limit for N₂H₄ was determined to be 0.10 μM. With the assistance of smartphones, N₂H₄ concentrations in realistic samples were visualized via RGB image analysis. In addition, both probes were applied in ratiometric fluorescence imaging of N₂H₄ in the living L929 cell line.