Dehydro acetic acid analogue Schiff base as multimode fluorescence chemosensors for Th4+ and Ni2+ ions and its application to in-vivo bioimaging

IF 4.1 3区 化学 Q2 CHEMISTRY, PHYSICAL Journal of Photochemistry and Photobiology A-chemistry Pub Date : 2024-09-02 DOI:10.1016/j.jphotochem.2024.115999
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引用次数: 0

Abstract

Dehydroacetic acid analogue (DHA) and 7-(diethylamino)-2-oxo-2H-chromene-3-carbohydrazide (COM) Schiff base ligand (COM-DHA) as dual-mode fluorescence chemosensor was synthesized and structurally characterised by using elemental analysis, FTIR, NMR, and Mass analysis. The free probe COM-DHA shows distinct fluorescence emission at 476 nm, upon interaction with Ni2+ the emission intensity was quenched and with Th4+ the emission intensity was redshirted to 500 nm. Further, the ratiometric fluorescence change (I500/I476) was used to detect Th4+, and a turn-off fluorescence probe COM-DHA at 476 nm was used to detect Ni2+ ions. The COM-DHA forms a 2:1 stoichiometric complex with both Ni2+/Th4+ ions with an estimated association constant of 4.84 × 104 and 6.68 × 104 M−2 respectively. A further probe COM-DHA is that it has a wide working pH range (5 to 10) with a short response time (2 to 3 min). The detection limit of COM-DHA towards Ni2+ and Th4+ was found to be 77.8 and 48.7 nM, respectively. The, DFT/TD-DFT calculations and FTIR analysis were used to study the binding mechanism between COM-DAH and Ni2+/Th4+ ions. Furthermore, the proposed probe COM-DHA has successfully quantified trace amounts of Ni2+ and Th4+ in real samples and applied them to the in-vivo bioimaging of Th4+ in C. elegans model.

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脱氢乙酸类似物希夫碱作为 Th4+ 和 Ni2+ 离子的多模荧光化学传感器及其在体内生物成像中的应用
合成了脱氢乙酸类似物(DHA)和 7-(二乙基氨基)-2-氧代-2H-苯并吡喃-3-甲酰肼(COM)席夫碱配体(COM-DHA)作为双模式荧光化学传感器,并通过元素分析、傅立叶变换红外光谱、核磁共振和质量分析对其结构进行了表征。游离探针 COM-DHA 在 476 纳米波长处显示出明显的荧光发射,与 Ni2+ 相互作用时,发射强度被淬灭,与 Th4+ 相互作用时,发射强度变为 500 纳米波长。此外,还使用比率荧光变化(I500/I476)来检测 Th4+,并使用波长为 476 nm 的关断荧光探针 COM-DHA 来检测 Ni2+离子。COM-DHA 与 Ni2+/Th4+ 离子形成 2:1 的化学计量配合物,估计结合常数分别为 4.84 × 104 和 6.68 × 104 M-2。COM-DHA 的另一个优点是工作 pH 值范围广(5 至 10),响应时间短(2 至 3 分钟)。研究发现,COM-DHA 对 Ni2+ 和 Th4+ 的检测限分别为 77.8 和 48.7 nM。通过 DFT/TD-DFT 计算和傅立叶变换红外光谱分析,研究了 COM-DAH 与 Ni2+/Th4+ 离子的结合机制。此外,所提出的探针 COM-DHA 成功地定量了实际样品中痕量的 Ni2+ 和 Th4+,并将其应用于 elegans 模型中 Th4+ 的体内生物成像。
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来源期刊
CiteScore
7.90
自引率
7.00%
发文量
580
审稿时长
48 days
期刊介绍: JPPA publishes the results of fundamental studies on all aspects of chemical phenomena induced by interactions between light and molecules/matter of all kinds. All systems capable of being described at the molecular or integrated multimolecular level are appropriate for the journal. This includes all molecular chemical species as well as biomolecular, supramolecular, polymer and other macromolecular systems, as well as solid state photochemistry. In addition, the journal publishes studies of semiconductor and other photoactive organic and inorganic materials, photocatalysis (organic, inorganic, supramolecular and superconductor). The scope includes condensed and gas phase photochemistry, as well as synchrotron radiation chemistry. A broad range of processes and techniques in photochemistry are covered such as light induced energy, electron and proton transfer; nonlinear photochemical behavior; mechanistic investigation of photochemical reactions and identification of the products of photochemical reactions; quantum yield determinations and measurements of rate constants for primary and secondary photochemical processes; steady-state and time-resolved emission, ultrafast spectroscopic methods, single molecule spectroscopy, time resolved X-ray diffraction, luminescence microscopy, and scattering spectroscopy applied to photochemistry. Papers in emerging and applied areas such as luminescent sensors, electroluminescence, solar energy conversion, atmospheric photochemistry, environmental remediation, and related photocatalytic chemistry are also welcome.
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