Coumarin 1,4-enedione for selective detection of hydrazine in aqueous solution and fluorescence imaging in living cells

Hydrazine is a widely used but highly toxic chemical reagent, and the development of a fluorescent probe for hydrazine detection is very meaningful. In this study, a novel coumarin-derived fluorescent probe containing a 1,4-enedione moiety for hydrazine detection was developed. The recognition of hy...

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Bibliographic Details
Published in:Analytical and bioanalytical chemistry 2021-12, Vol.413 (30), p.7541-7548
Main Authors: Luo, Meiling, Li, Qiao, Shen, Ping, Hu, Shengli, Wang, Junyu, Wu, Zhou, Su, Zhenhong
Format: Article
Language:English
Subjects:
Analysis
Analytical Chemistry
Aqueous solutions
Biochemistry
Characterization and Evaluation of Materials
Charge transfer
Chemistry
Chemistry and Materials Science
Coumarin
Coumarins
Coumarins - chemistry
Cyclization
Fluorescence
Fluorescent Dyes - chemistry
Fluorescent indicators
Food Science
HeLa Cells
Humans
Hydrazine
Hydrazines
Hydrazines - analysis
Identification and classification
Laboratory Medicine
Limit of Detection
Mass spectrometry
Mass spectroscopy
Methods
Monitoring/Environmental Analysis
NMR
Nuclear magnetic resonance
Optical Imaging - methods
Reagents
Recognition
Research Paper
Water - chemistry
Water analysis
Water sampling
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Summary:Hydrazine is a widely used but highly toxic chemical reagent, and the development of a fluorescent probe for hydrazine detection is very meaningful. In this study, a novel coumarin-derived fluorescent probe containing a 1,4-enedione moiety for hydrazine detection was developed. The recognition of hydrazine with the probe brings about obvious fluorescence enhancement over other environmentally relevant ions and amine-containing species. The limit of detection for hydrazine is 2.7×10 −8 M in aqueous solution. The fluorescence enhancement was ascribed to the cyclization reaction of the 1,4-enedione moiety of the probe and hydrazine which form a six-membered pyridazine ring and intramolecular charge transfer (ICT) mechanism. The mass spectrometry (MS), nuclear magnetic resonance (NMR) analysis and theoretical calculations confirmed the recognition produced. The probe can be used to determine trace hydrazine in real water samples. More importantly, the probe also showed good potential in detecting hydrazine by imaging of living HeLa cells. Graphical abstract
ISSN:1618-2642
1618-2650
DOI:10.1007/s00216-021-03719-4