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

• Published in: New journal of chemistry Vol. 46; no. 44; pp. 21278 - 21286
• Main Authors: Mia, Rashid, Cragg, Peter J, Fronczek, Frank R, Wallace, Karl J
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 14.11.2022; Royal Society of Chemistry
• Subjects: Chemistry; Chemistry, Multidisciplinary; Coumarin; Fluorescence; NMR; Nuclear magnetic resonance; Phosphorylation; Physical Sciences; Science & Technology; CHROMO-FLUOROGENIC DETECTION; MOLECULAR RECOGNITION; AMINO-ACIDS; SARIN; NERVE AGENT SIMULANT; SELECTIVE DETECTION; PROTON-TRANSFER; RECEPTORS; PROBE; WATER
• ISSN: 1144-0546; 1369-9261
• DOI: 10.1039/d2nj04014j

In the presence of the tabun mimic diethylcyanophosphonate (DECP), a fluorescent bifunctional coumarinenamine chemodosimeter is first phosphorylated and subsequently attacked by the released cyanide ions. The reaction is disclosed in both the UV-vis and fluorescence spectra and confirmed by NMR experiments. DFT calculations support that the bis-adduct as the most thermodynamically stable species. The X-ray structure of the chemodosimeter is also reported. In the presence of the tabun mimic diethylcyanophosphonate (DECP), a fluorescent bifunctional coumarinenamine chemodosimeter is first phosphorylated and subsequently attacked by the released cyanide ions.