Selective Detection of Picric Acid by Benzodiazepine Containing Enaminone Core as Receptor and Its Application to Real Water Sample Analysis.

IF 2.6 4区 化学 Q2 BIOCHEMICAL RESEARCH METHODS
Rajendran Eswaran, Loganathan Selvaraj, Santhiya Ramasamy, Sivaraman Gandhi, Seenivasa Perumal Muthu
{"title":"Selective Detection of Picric Acid by Benzodiazepine Containing Enaminone Core as Receptor and Its Application to Real Water Sample Analysis.","authors":"Rajendran Eswaran, Loganathan Selvaraj, Santhiya Ramasamy, Sivaraman Gandhi, Seenivasa Perumal Muthu","doi":"10.1007/s10895-024-03925-0","DOIUrl":null,"url":null,"abstract":"<p><p>Nitroaromatic compounds are highly explosive and illegitimate substances. Over a decade, chemists have been affianced in extensive research on the selective and sensitive detection of these nitroaromatic explosives for homeland security and environmental protection. The benzodiazepine-based enaminone (BDE) receptor has been synthesized by aqueous extract of onion catalyzed three-component reaction between o-phenylenediamine, dimedone with an aldehyde. The BDE probe is well analyzed and applied to a sensor that selectively detects picric acid (PA). UV-Vis and fluorescence spectroscopy were used to investigate the photophysical responses of the receptor (BDE). From the observed results BDE found turn-off fluorescence with the addition of picric acid and the lowest limit of detection and limit of quantification was achieved about 24.6 nM and 73.8 nM. The fluorescence quantum yield was attained about 0.28. The BDE-PA adduct formation was confirmed by <sup>1</sup>H NMR titration analysis. The Job's plot analysis was performed through <sup>1</sup>H NMR titrations and established the binding stoichiometry ratio of the BDE-PA adduct as 1:1 ratio. Further, DFT calculations supported the observed photophysical responses of BDE-PA adduct to confirm the molecular level interactions. The receptor was effectively applied to approximate level of picric acid in real water sample analysis.</p>","PeriodicalId":15800,"journal":{"name":"Journal of Fluorescence","volume":" ","pages":""},"PeriodicalIF":2.6000,"publicationDate":"2024-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Fluorescence","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1007/s10895-024-03925-0","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"BIOCHEMICAL RESEARCH METHODS","Score":null,"Total":0}
引用次数: 0

Abstract

Nitroaromatic compounds are highly explosive and illegitimate substances. Over a decade, chemists have been affianced in extensive research on the selective and sensitive detection of these nitroaromatic explosives for homeland security and environmental protection. The benzodiazepine-based enaminone (BDE) receptor has been synthesized by aqueous extract of onion catalyzed three-component reaction between o-phenylenediamine, dimedone with an aldehyde. The BDE probe is well analyzed and applied to a sensor that selectively detects picric acid (PA). UV-Vis and fluorescence spectroscopy were used to investigate the photophysical responses of the receptor (BDE). From the observed results BDE found turn-off fluorescence with the addition of picric acid and the lowest limit of detection and limit of quantification was achieved about 24.6 nM and 73.8 nM. The fluorescence quantum yield was attained about 0.28. The BDE-PA adduct formation was confirmed by 1H NMR titration analysis. The Job's plot analysis was performed through 1H NMR titrations and established the binding stoichiometry ratio of the BDE-PA adduct as 1:1 ratio. Further, DFT calculations supported the observed photophysical responses of BDE-PA adduct to confirm the molecular level interactions. The receptor was effectively applied to approximate level of picric acid in real water sample analysis.

以含烯酮核的苯并二氮杂卓为受体选择性检测苦味酸及其在实际水样分析中的应用。
硝基芳香族化合物是极易爆炸的非法物质。十多年来,化学家们一直致力于对这些硝基芳香族爆炸物进行选择性和灵敏检测的广泛研究,以促进国土安全和环境保护。通过洋葱水提取物催化邻苯二胺、二咪酮和醛之间的三组份反应,合成了苯并二氮杂卓基烯酮(BDE)受体。BDE 探针经过良好分析后被应用于选择性检测苦味酸(PA)的传感器。紫外可见光谱和荧光光谱被用来研究受体(BDE)的光物理反应。从观察结果来看,BDE 在加入苦味酸后会熄灭荧光,最低检测限和定量限分别为 24.6 nM 和 73.8 nM。荧光量子产率约为 0.28。1H NMR 滴定分析证实了 BDE-PA 加合物的形成。通过 1H NMR 滴定进行约伯图分析,确定了 BDE-PA 加合物的结合化学计量比为 1:1。此外,DFT 计算支持观察到的 BDE-PA 加合物的光物理反应,从而确认了分子水平的相互作用。该受体被有效地应用于实际水样分析中苦味酸的近似水平。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
Journal of Fluorescence
Journal of Fluorescence 化学-分析化学
CiteScore
4.60
自引率
7.40%
发文量
203
审稿时长
5.4 months
期刊介绍: Journal of Fluorescence is an international forum for the publication of peer-reviewed original articles that advance the practice of this established spectroscopic technique. Topics covered include advances in theory/and or data analysis, studies of the photophysics of aromatic molecules, solvent, and environmental effects, development of stationary or time-resolved measurements, advances in fluorescence microscopy, imaging, photobleaching/recovery measurements, and/or phosphorescence for studies of cell biology, chemical biology and the advanced uses of fluorescence in flow cytometry/analysis, immunology, high throughput screening/drug discovery, DNA sequencing/arrays, genomics and proteomics. Typical applications might include studies of macromolecular dynamics and conformation, intracellular chemistry, and gene expression. The journal also publishes papers that describe the synthesis and characterization of new fluorophores, particularly those displaying unique sensitivities and/or optical properties. In addition to original articles, the Journal also publishes reviews, rapid communications, short communications, letters to the editor, topical news articles, and technical and design notes.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信