Pyrene-acylhydrazone-based Turn-on Fluorescent Probe for Highly Sensitive Detection Cu²⁺ and Application in Bioimaging.

IF 2.6 4区化学 Q2 BIOCHEMICAL RESEARCH METHODS

Journal of Fluorescence Pub Date : 2024-11-01 Epub Date: 2023-10-18 DOI:10.1007/s10895-023-03465-z

Lu Liu, Hanshu Zhang, Yun Gao, He Zhu, Hanyan Yang, Ruilin Zhang, Yu Yang, Hongfei Gao

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引用次数: 0

Abstract

The development of highly selective and sensitive, low detection limits, and biocompatible turn-on copper ion fluorescent probes is of great significance for the environment and life sciences. In this study, a novel turn-on fluorescent probe T based on pyrene-acylhydrazone was synthesized via an efficient one-step condensation reaction and characterized by ¹H NMR, ¹³C NMR and HRMS. The probe T exhibited high selectivity with a low detection limit of 0.304 nM towards Cu²⁺ in DMSO/H₂O (v/v = 1 : 1) medium by a PET-TICT dual interplaying sensing mechanisms. Job's plot analysis and HRMS data confirmed the 1 : 1 binding stoichiometry between T and Cu²⁺ with an association constant of 5.7×10³ M^-1. Additionally, the binding model was investigated by ¹H NMR titration and FT-IR spectra. Furthermore, probe T exhibits low cellular toxicity and excellent membrane permeability, and has been successfully applied for fluorescent imaging of copper ions in live HT-22 cells.

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基于芘酰腙的高灵敏度Cu2+开启荧光探针及其在生物成像中的应用。

高选择性、高灵敏度、低检测限和生物相容性的铜离子荧光探针的开发对环境和生命科学具有重要意义。本研究通过高效的一步缩合反应合成了一种新型的基于芘酰基腙的开启荧光探针T，并通过1H NMR、13C NMR和HRMS进行了表征。通过PET-TICT双层间传感机制，探针T在DMSO/H2O（v/v=1:1）介质中对Cu2+表现出高选择性和0.304nM的低检测极限。Job图分析和HRMS数据证实了T和Cu2+之间的1:1结合化学计量，缔合常数为5.7×103M-1。此外，通过1H NMR滴定和FT-IR光谱对结合模型进行了研究。此外，探针T表现出低细胞毒性和优异的膜渗透性，并已成功应用于活HT-22细胞中铜离子的荧光成像。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Journal of Fluorescence 化学-分析化学

CiteScore

4.60

自引率

7.40%

发文量

203

审稿时长

5.4 months

期刊介绍： Journal of Fluorescence is an international forum for the publication of peer-reviewed original articles that advance the practice of this established spectroscopic technique. Topics covered include advances in theory/and or data analysis, studies of the photophysics of aromatic molecules, solvent, and environmental effects, development of stationary or time-resolved measurements, advances in fluorescence microscopy, imaging, photobleaching/recovery measurements, and/or phosphorescence for studies of cell biology, chemical biology and the advanced uses of fluorescence in flow cytometry/analysis, immunology, high throughput screening/drug discovery, DNA sequencing/arrays, genomics and proteomics. Typical applications might include studies of macromolecular dynamics and conformation, intracellular chemistry, and gene expression. The journal also publishes papers that describe the synthesis and characterization of new fluorophores, particularly those displaying unique sensitivities and/or optical properties. In addition to original articles, the Journal also publishes reviews, rapid communications, short communications, letters to the editor, topical news articles, and technical and design notes.