Two Ratiometric Fluorescent Probes Based on the Hydroxyl Coumarin Chalcone Unit with Large Fluorescent Peak Shift for the Detection of Hydrazine in Living Cells

Hydrazine is widely used in industrial and agricultural production, but excessive hydrazine possesses a serious threat to human health and environment. Here two new ratiometric fluorescence probes, DDP and DDC, with the hydroxyl coumarin chalcone unit as the sensing site are developed, which can ach...

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Bibliographic Details
Published in:Analytical chemistry (Washington) 2022-09, Vol.94 (37), p.12836-12844
Main Authors: Xing, Miaomiao, Han, Yanyan, Zhu, Yilin, Sun, Yatong, Shan, Yanyan, Wang, Kang-Nan, Liu, Qiuxin, Dong, Baoli, Cao, Duxia, Lin, Weiying
Format: Article
Language:English
Subjects:
Agricultural production
Analytical chemistry
Carbon
Cells (biology)
Chemistry
Colorimetry
Coumarin
Electropositivity
Fluorescence
Fluorescent indicators
Health risks
Hydrazine
Hydrazines
Phenols
Probes
Pyrazole
Pyrazoles
Selectivity
Soil water
Water analysis
Water sampling
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Summary:Hydrazine is widely used in industrial and agricultural production, but excessive hydrazine possesses a serious threat to human health and environment. Here two new ratiometric fluorescence probes, DDP and DDC, with the hydroxyl coumarin chalcone unit as the sensing site are developed, which can achieve colorimetric and ratiometric recognition for hydrazine with good sensitivity, excellent selectivity, and anti-interference. The calculated fluorescence limits of detections are 0.26 μM (DDC) and 0.14 μM (DDP). The ratiometric fluorescence response to hydrazine is realized through the adjustment of donor and receptor units in coumarin conjugate structure terminals, accompanied by fluorescence peak shift about 200 nm (DDC, 188 nm; DDP, 229 nm). Stronger electropositivity in the carbon–carbon double bond is helpful to the first phase addition reaction between the probe and hydrazine. Higher phenol activity in the hydroxyl coumarin moiety will facilitate the following dihydro-pyrazole cyclization reaction. In addition, both of these probes realized the convenient detection of hydrazine vapor. The probes were also successfully applied to detect hydrazine in actual water samples, different soils, and living cells.
ISSN:0003-2700
1520-6882
DOI:10.1021/acs.analchem.2c02798