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Chromo-Fluorogenic Detection of Soman and Its Simulant by Thiourea-Based Rhodamine Probe
Here, we introduced a novel thiourea-based rhodamine compound as a chromo-fluorogenic indicator of nerve agent Soman and its simulant diethyl chlorophosphate (DCP). The synthesized probe N-(rhodamine B)-lactam-2-(4-cyanophenyl) thiourea (RB-CT), which has a rhodamine core linked by a cyanophenyl thi...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6429212/ https://www.ncbi.nlm.nih.gov/pubmed/30813539 http://dx.doi.org/10.3390/molecules24050827 |
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author | Li, Shengsong Zheng, Yongchao Chen, Weiqiang Zheng, Meiling Zheng, He Zhang, Zhe Cui, Yan Zhong, Jinyi Zhao, Chonglin |
author_facet | Li, Shengsong Zheng, Yongchao Chen, Weiqiang Zheng, Meiling Zheng, He Zhang, Zhe Cui, Yan Zhong, Jinyi Zhao, Chonglin |
author_sort | Li, Shengsong |
collection | PubMed |
description | Here, we introduced a novel thiourea-based rhodamine compound as a chromo-fluorogenic indicator of nerve agent Soman and its simulant diethyl chlorophosphate (DCP). The synthesized probe N-(rhodamine B)-lactam-2-(4-cyanophenyl) thiourea (RB-CT), which has a rhodamine core linked by a cyanophenyl thiosemicarbazide group, enabled a rapidly and highly sensitive response to DCP with clear fluorescence and color changes. The detection limit was as low as 2 × 10(−6) M. The sensing mechanism showed that opening of the spirolactam ring following the phosphorylation of thiosemicarbazides group formed a seven-membered heterocycle adduct, according to MS analysis and TD-DFT calculations. RB-CT exhibited high detecting selectivity for DCP, among other organophosphorus compounds. Moreover, two test kits were employed and successfully used to detect real nerve agent Soman in liquid and gas phase. |
format | Online Article Text |
id | pubmed-6429212 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-64292122019-04-15 Chromo-Fluorogenic Detection of Soman and Its Simulant by Thiourea-Based Rhodamine Probe Li, Shengsong Zheng, Yongchao Chen, Weiqiang Zheng, Meiling Zheng, He Zhang, Zhe Cui, Yan Zhong, Jinyi Zhao, Chonglin Molecules Article Here, we introduced a novel thiourea-based rhodamine compound as a chromo-fluorogenic indicator of nerve agent Soman and its simulant diethyl chlorophosphate (DCP). The synthesized probe N-(rhodamine B)-lactam-2-(4-cyanophenyl) thiourea (RB-CT), which has a rhodamine core linked by a cyanophenyl thiosemicarbazide group, enabled a rapidly and highly sensitive response to DCP with clear fluorescence and color changes. The detection limit was as low as 2 × 10(−6) M. The sensing mechanism showed that opening of the spirolactam ring following the phosphorylation of thiosemicarbazides group formed a seven-membered heterocycle adduct, according to MS analysis and TD-DFT calculations. RB-CT exhibited high detecting selectivity for DCP, among other organophosphorus compounds. Moreover, two test kits were employed and successfully used to detect real nerve agent Soman in liquid and gas phase. MDPI 2019-02-26 /pmc/articles/PMC6429212/ /pubmed/30813539 http://dx.doi.org/10.3390/molecules24050827 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Li, Shengsong Zheng, Yongchao Chen, Weiqiang Zheng, Meiling Zheng, He Zhang, Zhe Cui, Yan Zhong, Jinyi Zhao, Chonglin Chromo-Fluorogenic Detection of Soman and Its Simulant by Thiourea-Based Rhodamine Probe |
title | Chromo-Fluorogenic Detection of Soman and Its Simulant by Thiourea-Based Rhodamine Probe |
title_full | Chromo-Fluorogenic Detection of Soman and Its Simulant by Thiourea-Based Rhodamine Probe |
title_fullStr | Chromo-Fluorogenic Detection of Soman and Its Simulant by Thiourea-Based Rhodamine Probe |
title_full_unstemmed | Chromo-Fluorogenic Detection of Soman and Its Simulant by Thiourea-Based Rhodamine Probe |
title_short | Chromo-Fluorogenic Detection of Soman and Its Simulant by Thiourea-Based Rhodamine Probe |
title_sort | chromo-fluorogenic detection of soman and its simulant by thiourea-based rhodamine probe |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6429212/ https://www.ncbi.nlm.nih.gov/pubmed/30813539 http://dx.doi.org/10.3390/molecules24050827 |
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