Tailoring a chromogenic diketopyrrolopyrrole based probe for cyanide ion detection-applications in capsules and Arduino programming device

IF 4.1 3区 化学 Q2 CHEMISTRY, PHYSICAL Journal of Photochemistry and Photobiology A-chemistry Pub Date : 2024-11-20 DOI:10.1016/j.jphotochem.2024.116169
Hyunseo Kim , Palanisamy Jayasudha , Ramalingam Manivannan, Young-A Son
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Abstract

Though some anions are essential to our body’s metabolic processes, even in very little amounts, the cyanide ion is exceedingly toxic and harmful to people, animals, and the environment. A diketopyrrolopyrrole and benzaldehyde based moieties as binding sites has been developed and characterized by DFT and various spectral methods to detect cyanide ions. This probe DPP (4′-(2,5-diethyl-3,6-dioxo-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrole-1,4-diyl) dibenzaldehyde) shows impressive detection signals together with an easy synthesis procedure, quick reaction time, extraordinary selectivity, and good sensitivity. The orange color of the probe solution turns colorless when cyanide ion solution is added, making cyanide ion recognition visible to the naked eye. Crucially, the probe did not exhibit any signs of interference from possibly competitive ions, indicating its biological compatibility, with a detection limit of 1.03 μM (UV–vis) and 5.84 nM (fluorescence) for the cyanide ion recognition. The HRMS data demonstrate that the probe works with an addition reaction mechanism to bind with cyanide ion. The range of applications for cyanide probes is greatly increased as a result of its ability to sense cyanide ions effectively in variable matrices, including test strips, water, polysulfone capsules, and electronic Arduino devices.

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定制用于氰离子检测的发色性二酮吡咯并吡咯探针--在胶囊中的应用和 Arduino 编程装置
虽然有些阴离子是人体新陈代谢过程中必不可少的,但即使含量极少,氰离子的毒性也非常大,对人、动物和环境都有害。我们开发了一种以二酮吡咯和苯甲醛为结合位点的探针,并通过 DFT 和各种光谱方法对其进行了表征,以检测氰离子。这种探针 DPP(4′-(2,5-二乙基-3,6-二氧代-2,3,5,6-四氢吡咯并[3,4-c]吡咯-1,4-二基)二苯甲醛)显示出令人印象深刻的检测信号,而且合成过程简单、反应时间短、选择性强、灵敏度高。当加入氰离子溶液时,探针溶液的橙色会变成无色,从而使氰离子的识别变得肉眼可见。最重要的是,该探针没有受到任何可能的竞争离子的干扰,这表明它具有生物兼容性,氰离子识别的检测限为 1.03 μM(紫外可见光)和 5.84 nM(荧光)。HRMS 数据表明,该探针通过加成反应机制与氰离子结合。由于氰化物探针能够在不同基质(包括试纸、水、聚砜胶囊和 Arduino 电子设备)中有效感应氰化物离子,因此其应用范围大大增加。
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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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