TY - JOUR
T1 - An easily accessible fluorometric probe for selective cyanide detection via nucleophilic addition
T2 - Applications to environmental water samples, smartphone, and bio-imaging of fungi and plants
AU - Choi, Boeun
AU - Lee, Sooseong
AU - Nam, Hyejin
AU - Lee, Jae Jun
AU - Kim, Cheal
N1 - Publisher Copyright:
© 2024
PY - 2025/10
Y1 - 2025/10
N2 - The monitoring of cyanide (CN−) is of great significance due to its extreme toxicity to both humans and the environment. In this study, we report a convenient fluorescent sensor HNIC ((E)-7-hydroxy-8-(((2-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)phenyl)imino)methyl)-2H-chromen-2-one) for detecting CN−. On addition of CN−, HNIC exhibited a blue fluorescence turn-on response in aqueous media. Moreover, HNIC could selectively monitor CN− over other interfering ions, with a detection limit of 4.43 μM. The reaction of CN− with HNIC was evaluated using Job plot at a 1:1 ratio. To elucidate the mechanism of the nucleophilic attack of CN− on HNIC, ESI-MS analysis, 1H NMR titration, and DFT studies were employed. HNIC showed potential for quantifying CN− in environmental water samples (mineral, tap, river, and drinking water). Furthermore, a smartphone application utilizing HNIC successfully monitored CN− concentrations in environmental samples. Importantly, HNIC could track CN− through bio-imaging in fungi and plants, including white beech mushrooms, onions, and radish sprouts. Therefore, HNIC could be employed as a useful tool for detecting highly toxic CN− by triggering the fluorescent turn-on.
AB - The monitoring of cyanide (CN−) is of great significance due to its extreme toxicity to both humans and the environment. In this study, we report a convenient fluorescent sensor HNIC ((E)-7-hydroxy-8-(((2-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)phenyl)imino)methyl)-2H-chromen-2-one) for detecting CN−. On addition of CN−, HNIC exhibited a blue fluorescence turn-on response in aqueous media. Moreover, HNIC could selectively monitor CN− over other interfering ions, with a detection limit of 4.43 μM. The reaction of CN− with HNIC was evaluated using Job plot at a 1:1 ratio. To elucidate the mechanism of the nucleophilic attack of CN− on HNIC, ESI-MS analysis, 1H NMR titration, and DFT studies were employed. HNIC showed potential for quantifying CN− in environmental water samples (mineral, tap, river, and drinking water). Furthermore, a smartphone application utilizing HNIC successfully monitored CN− concentrations in environmental samples. Importantly, HNIC could track CN− through bio-imaging in fungi and plants, including white beech mushrooms, onions, and radish sprouts. Therefore, HNIC could be employed as a useful tool for detecting highly toxic CN− by triggering the fluorescent turn-on.
KW - Bio-imaging
KW - Cyanide
KW - DFT calculation
KW - Fluorescent chemosensor
KW - Nucleophilic addition
KW - Smartphone application
UR - https://www.scopus.com/pages/publications/105016622723
U2 - 10.1016/j.bioorg.2025.109014
DO - 10.1016/j.bioorg.2025.109014
M3 - Article
C2 - 40997506
AN - SCOPUS:105016622723
SN - 0045-2068
VL - 165
JO - Bioorganic Chemistry
JF - Bioorganic Chemistry
M1 - 109014
ER -