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用于赖氨酸和 Cu/Fe 传感以及生物硫醇中继检测的多功能近红外荧光探针。

Multifunctional near-infrared fluorescent probe for sensing of lysine and Cu/Fe and relay detection of biothiols.

机构信息

College of Chemistry and Chemical Engineering, Donghua University, Shanghai, 201620, China.

College of Environmental Science and Engineering, Donghua University, Shanghai, 201620, China.

出版信息

Talanta. 2025 Jan 1;281:126944. doi: 10.1016/j.talanta.2024.126944. Epub 2024 Sep 25.

DOI:10.1016/j.talanta.2024.126944
PMID:39332045
Abstract

Lysine (Lys), Cu and Fe ions and biothiols are essential to a myriad of biological and pathological pathways, and their dysregulation is implicated in a variety of diseases. Development of fluorescent probes capable of detecting multiple analytes may be of great significance for early and accurate diagnosis of diseases and remains a huge challenge. In this context, a novel coumarin-dicyanoisophorone-based probe, engineered for the concurrent sensing of Lys, Cu, Fe and biothiols was developed. The probe exhibited turn-on response to Lys, colorimetric and turn-off response to Cu by formation of the probe-Cu complex, and ratiometric sensing of Fe. In addition, the probe-Cu complex served colorimetric and fluorescence turn-on sensor for biothiols. The limit of detection (LOD) values for the analytes were in the range of 0.30-4.40 μM. Sensing mechanisms based on intramolecular charge transfer (ICT) and iron-mediated hydrolysis of Schiff base were proposed and substantiated through density functional theory (DFT) calculations. Application of the probe for living cell bioimaging was demonstrated.

摘要

赖氨酸(Lys)、铜(Cu)和铁(Fe)离子以及生物硫醇对于多种生物和病理途径至关重要,它们的失调与各种疾病有关。开发能够同时检测多种分析物的荧光探针对于疾病的早期和准确诊断具有重要意义,但这仍然是一个巨大的挑战。在这种情况下,设计了一种基于香豆素-二氰基异佛尔酮的新型探针,用于同时检测赖氨酸、铜、铁和生物硫醇。该探针对赖氨酸表现出开启响应,对铜通过形成探针-铜配合物表现出色度和关闭响应,对铁进行比率感应。此外,探针-铜配合物可用作生物硫醇的比色和荧光开启传感器。分析物的检测限(LOD)值在 0.30-4.40 μM 范围内。基于分子内电荷转移(ICT)和铁介导的席夫碱水解的传感机制通过密度泛函理论(DFT)计算得到了证实。该探针在活细胞生物成像中的应用得到了验证。

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