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基于三苯胺-香豆素的新型荧光探针用于生物、环境和食品样品中氰化物的比率检测和监测。

Ratiometric detection and monitoring of cyanide in biological, environmental and food samples by a novel triphenylamine-xhantane based fluorescent probe.

机构信息

Selcuk University, Science Faculty, Department of Chemistry, 42250, Konya, Turkey.

Selcuk University, Science Faculty, Department of Chemistry, 42250, Konya, Turkey.

出版信息

Anal Chim Acta. 2024 Sep 1;1320:343000. doi: 10.1016/j.aca.2024.343000. Epub 2024 Jul 22.

Abstract

BACKGROUND

As cyanide (CN) is a significant hazard to the environment and human health, it is essential to monitor cyanide levels in water and food samples. Moreover, real-time visualization of CNcould provide an additional understanding of its critical physiological and toxicological roles in living cells. The fluorescence approach based on small organic probes is an effective way for the detection of CN. In this approach, a triphenylamine-xhantane conjugate was applied to detect in many samples such as sewage water, soil, sprouted potato, apricot seed, and living cells.

RESULTS

We report a new ratiometric near-infrared fluorescent probe based on a triphenylamine-xhantane derivative for CNsensing in many samples. The probe displays high selectivity for only CN ions among a series of analytes. The addition of cyanide to the dicyanovinyl moiety of the probe disrupts π-conjugation followed by the interruption of internal charge transfer. Consequently, the emission peak of the probe shifts hypsochromically from 655 to 495 nm. There is a linear correlation between the emission intensity (I) and cyanide level, with a detection limit of 0.036 μM. The probe has many advantages over many probes, such as NIR fluorescence, ratiometric response, low cytotoxicity (85.0 % cell viability up to 50.0 μM of the probe), good membrane permeability, fast response time (4.0 min), high selectivity, good photostability, and anti-interference capability.

SIGNIFICANCE

Although various probes have been reported in the literature, the use of triphenylamine-xhantane unit as CN probe has yet to be explored. The probe can detect trace levels of cyanide in many samples such as sewage water, soil, sprouted potatoes, and apricot seeds. Furthermore, it is successfully utilized for the ratiometric fluorescent bioimaging of cyanide in living cells.

摘要

背景

由于氰化物(CN)对环境和人体健康构成重大威胁,因此必须监测水样和食物样本中的氰化物水平。此外,实时可视化 CN 可以提供对其在活细胞中关键生理和毒理作用的额外理解。基于小分子探针的荧光方法是检测 CN 的有效方法。在这种方法中,三苯胺-葸烷偶联物已应用于许多样品的检测,例如污水、土壤、发芽土豆、杏仁种子和活细胞。

结果

我们报告了一种新的基于三苯胺-葸烷衍生物的比率型近红外荧光探针,用于检测许多样品中的 CN。该探针对一系列分析物中只有 CN 离子具有高选择性。氰化物的加入会破坏探针中二氰乙烯基部分的π-共轭,从而中断内部电荷转移。因此,探针的发射峰从 655nm 向低波长移动至 495nm。发射强度(I)与 CN 水平之间存在线性关系,检测限为 0.036μM。与许多探针相比,该探针具有许多优点,例如近红外荧光、比率响应、低细胞毒性(探针浓度高达 50.0μM 时细胞存活率为 85.0%)、良好的膜通透性、快速响应时间(4.0 分钟)、高选择性、良好的光稳定性和抗干扰能力。

意义

尽管文献中已经报道了各种探针,但尚未探索使用三苯胺-葸烷单元作为 CN 探针。该探针可检测污水、土壤、发芽土豆和杏仁种子等许多样品中的痕量氰化物。此外,它还成功用于活细胞中 CN 的比率荧光生物成像。

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