Abstract

A coumarin-benzothiazole ratiometric probe of ATP was designed and synthesized. The probe is based on incorporation of benzothiazole scaffold as a donor and coumarin nucleus as an acceptor in a single Förster resonance energy transfer/fluorescence resonance energy transfer (FRET) sensing platform. The sensor can detect ATP in aqueous solution with high selectivity over other nucleotide polyphosphate (NPP) anions. Binding of ATP to the sensor results in modulation of FRET efficiency between the donor and the acceptor which afforded a linear relationship between FRET signal and ATP (0.1–10 μM). A limit of detection (LOD) of 94.5 nM was quantified for FRET sensing of ATP by the probe. In addition, Job plot analysis revealed 1:1 binding interaction between the probe and ATP. The FRET probe was successfully utilized in monitoring ATP hydrolysis by apyrase in aqueous solution.

Highlights

  • Förster resonance energy transfer (FRET) or fluorescence resonance energy transfer (FRET) is a mechanism by which energy can be transferred from an electronic excited light sensitive donor chromophore to another light sensitive acceptor chromophore [1]

  • An aqueous solution of 5 (10 μM) in HEPES buffer resulted in significant attenuation of the limit of detection (LOD) is defined as the concentration of analyte that corresponds to three times the signal-to-noise ratio emission signal of the acceptor at 469 nm which was attributed to aggregation-caused quenching (ACQ) effect

  • A novel FRET sensor is introduced based on hybridization of coumarin and

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Summary

A Coumarin-Benzothiazole Derivative as a FRET-Based Chemosensor of Adenosine

Moustafa T. Gabr 1, * , Mostafa M. H. Ibrahim 2,3 , Anuj Tripathi 4 and Chetti Prabhakar 4 Department of Medicinal Chemistry, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt Department of Basic Pharmaceutical and Toxicological Sciences, College of Pharmacy, University of Louisiana at Monroe, Monroe, LA 71201, USA Department of Chemistry, National Institute of Technology, Kurukshetra 769008, India

Introduction
General
Synthesis
Job Plot Analysis
Computational Studies
Design of of Probe
Design of
FRET Sensing of ATP by Probe 5
Aggregation of 5
Analysis of Selectivity and Stoichiometry of Binding
Monitoring ATP Hydrolysis Reaction
Conclusions
Full Text
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