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Chromo-Fluorogenic Detection of Soman and Its Simulant by Thiourea-Based Rhodamine Probe

1
Research Institute of Chemical Defense, Beijing 102205, China
2
State Key Laboratory of NBC Protection for Civilian, Beijing 102205, China
3
Institute of Modern Physics, Chinese Academy of Sciences, Lanzhou 730000, China
4
Laboratory of Organic NanoPhotonics and CAS Key Laboratory of Bio-Inspired Materials and Interfacial Science, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, China
*
Authors to whom correspondence should be addressed.
These authors have contributed equally to this work.
Academic Editor: Simone Morais
Molecules 2019, 24(5), 827; https://doi.org/10.3390/molecules24050827
Received: 3 February 2019 / Revised: 18 February 2019 / Accepted: 18 February 2019 / Published: 26 February 2019
(This article belongs to the Special Issue Advanced Analysis of Contaminants of Emerging Concern )
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PDF [7846 KB, uploaded 26 February 2019]
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Abstract

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. View Full-Text
Keywords: Nerve agents; Soman; Rhodamine B; Thiosemicarbazide; Chromo-fluorogenic probe; Detection Nerve agents; Soman; Rhodamine B; Thiosemicarbazide; Chromo-fluorogenic probe; Detection
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Li, S.; Zheng, Y.; Chen, W.; Zheng, M.; Zheng, H.; Zhang, Z.; Cui, Y.; Zhong, J.; Zhao, C. Chromo-Fluorogenic Detection of Soman and Its Simulant by Thiourea-Based Rhodamine Probe. Molecules 2019, 24, 827.

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