2022
DOI: 10.1039/d2nj04014j
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Killing two birds with one stone: phosphorylation by a tabun mimic and subsequent capture of cyanide using a single fluorescent chemodosimeter

Abstract: : In the presence of the tabun mimic diethylphosphorocyanidate (DEPC), a fluorescent bifunctional coumarin-enamine chemodosimeter is first phosphorylated and subsequently attacked by the released cyanide ions. The reaction is disclosed...

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Cited by 2 publications
(3 citation statements)
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“…The oximate moiety, a supernucleophile, can undergo a fast chemical reaction with organophosphates to form an organophosphate adduct. The synthesis of probe 1 and its photophysical property changes that occur upon the addition of organophosphates, for example, diisopropyl fluorophosphate (DFP), are based on previously published work [29,30]. See Figure 2 for the molecular structures of probe 1, DFP, and O,S-DEMPT that were used in this study.…”
Section: Resultsmentioning
confidence: 99%
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“…The oximate moiety, a supernucleophile, can undergo a fast chemical reaction with organophosphates to form an organophosphate adduct. The synthesis of probe 1 and its photophysical property changes that occur upon the addition of organophosphates, for example, diisopropyl fluorophosphate (DFP), are based on previously published work [29,30]. See Figure 2 for the molecular structures of probe 1, DFP, and O,S-DEMPT that were used in this study.…”
Section: Resultsmentioning
confidence: 99%
“…This change is due to the formation of a covalent bond between the oxime of probe 1 and the phosphorous center of DFP because of phosphorylation. In addition, oxidation peak IV shows a marginal shift of ~0.05 V from 1.64 V to 1.59 V, which is due to the disruption of the structure of the enamine moiety in probe 1 by free F− ions from the DFP simulant [29]. As shown in Figure 6, upon the addition of the thiol-containing nerve agent mimic O,S-DEMPT, a new distinct peak V, most likely as a result of the thiol oxidation, emerged at 1.85 V. Oxidation peak III also showed a similar shift of ~0.13 V upon the addition of O,S-DEMPT, which is similar to the results observed previously with the DFP simulant.…”
Section: Electrochemical Detection Of Cwasmentioning
confidence: 96%
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