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粘度敏感和 AIE 活性双模荧光探针用于选择性检测 OCl 和 Cu:一种基于密度泛函理论和使用绿豆种子进行的双重传感方法的研究。

Viscosity-sensitive and AIE-active bimodal fluorescent probe for the selective detection of OCl and Cu: a dual sensing approach DFT and biological studies using green gram seeds.

机构信息

Department of Chemistry, CHRIST (Deemed to be University), Hosur Road, Bangalore, Karnataka, 560029, India.

Department of Chemistry, Prabhat Kumar College, Contai, Purba Medinipur 721404, W.B., India.

出版信息

Anal Methods. 2024 Feb 1;16(5):676-685. doi: 10.1039/d3ay01971c.

DOI:10.1039/d3ay01971c
PMID:38189149
Abstract

A novel dual-mode viscosity-sensitive and AIE-active fluorescent chemosensor based on the naphthalene coupled pyrene (NCP) moiety was designed and synthesized for the selective detection of OCl and Cu. In non-viscous media, NCP exhibited weak fluorescence; however, with an increase in viscosity using various proportions of glycerol, the fluorescence intensity was enhanced to 461 nm with a 6-fold increase in fluorescence quantum yields, which could be utilized for the quantitative determination of viscosity. Interestingly, NCP exhibited novel AIE characteristics in terms of size and growth in HO-CHCN mixtures with high water contents and different volume percentage of water, which was investigated using fluorescence, DLS study and SEM analysis. Interestingly, this probe can also be effectively employed as a dual-mode fluorescent probe for light up fluorescent detection of OCl and Cu at different emission wavelengths of 439 nm and 457 nm chemodosimetric and chelation pathways, respectively. The fast-sensing ability of NCP towards OCl was shown by a low detection limit of 0.546 μM and the binding affinity of NCP with Cu was proved by a low detection limit of 3.97 μM and a high binding constant of 1.66 × 10 M. The sensing mechanism of NCP towards OCl and Cu was verified by UV-vis spectroscopy, fluorescence analysis, H-NMR analysis, mass spectroscopy, DFT study and Job plot analysis. For practical applications, the binding of NCP with OCl and Cu was determined using a dipstick method and a cell imaging study in a physiological medium using green gram seeds.

摘要

一种基于萘并[2,3-b]吡咯(NCP)部分的新型双模式粘度敏感和聚集诱导发光(AIE)活性荧光化学传感器被设计和合成,用于选择性检测 OCl 和 Cu。在非粘性介质中,NCP 表现出微弱的荧光;然而,随着甘油比例的增加,粘度增加,荧光强度增强至 461nm,荧光量子产率增加了 6 倍,可用于粘度的定量测定。有趣的是,NCP 在高含水量和不同水体积百分比的 HO-CHCN 混合物中表现出新型的 AIE 特性,这是通过荧光、DLS 研究和 SEM 分析来研究的。有趣的是,该探针还可以有效地用作双模式荧光探针,用于在不同的发射波长 439nm 和 457nm 处分别进行 OCl 和 Cu 的点亮荧光检测,分别通过化学计量和螯合途径。NCP 对 OCl 的快速感应能力表现为低检测限 0.546μM,NCP 与 Cu 的结合亲和力通过低检测限 3.97μM 和高结合常数 1.66×10 M 得到证明。通过紫外-可见光谱、荧光分析、H-NMR 分析、质谱、DFT 研究和 Job 图分析验证了 NCP 对 OCl 和 Cu 的传感机制。对于实际应用,使用比色棒法和生理介质中的绿豆种子细胞成像研究确定了 NCP 与 OCl 和 Cu 的结合。

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