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An Excited-State Intramolecular Proton Transfer Mechanism-Based Reactive Probe for Ratiometric Fluorescence Detection
Sk Rajibul Haque1, Souma Ghosh2,3, Rajkumar Banerjee2,3
1Department of Natural Products and Medicinal Chemistry, CSIR-Indian Institute of Chemical Technology (CSIR-IICT), Hyderabad, 500007, India.
Chembiochem : a European Journal of Chemical Biology
|November 7, 2025
Summary
A new fluorescence probe, HBT-EPI, enables ratiometric detection of epinephrine (EPI) in physiological conditions. This probe offers high selectivity and sensitivity for EPI, crucial for understanding its role in diseases.
Area of Science:
- Biochemistry
- Analytical Chemistry
- Molecular Biology
Background:
- Epinephrine (EPI), or adrenaline, plays a role in the sympathetic nervous system.
- EPI is implicated in the progression of serious diseases such as cancers, Alzheimer's, and Parkinson's.
- A sensitive and selective fluorescence probe for EPI detection is urgently needed.
Purpose of the Study:
- To develop a ratiometric fluorescence probe for detecting epinephrine (EPI) under physiological conditions.
- To investigate the probe's selectivity and sensitivity for EPI detection.
- To demonstrate the probe's utility in biological samples, including live cells.
Main Methods:
- Development of an excited-state intramolecular proton transfer (ESIPT)-based reactive probe, HBT-EPI.
- Utilizing the nucleophilic attack of EPI on the probe's carbonothioate site.
- Employing confocal imaging for detection in live cells.
Main Results:
- HBT-EPI successfully enables ratiometric fluorescent detection of EPI.
- The probe exhibits high selectivity for EPI over other catecholamine neurotransmitters.
- A detection limit of 1 µM for EPI was achieved, with successful application in live-cell imaging.
Conclusions:
- The developed HBT-EPI probe provides a sensitive and selective method for EPI detection.
- This probe facilitates ratiometric fluorescence detection of EPI in physiological environments and live cells.
- HBT-EPI holds potential for further research into EPI's role in disease pathogenesis.

