Molecular Probes for Fluorescence Imaging of ATP in Cells and Tissues

Jun, Yong Woong; Sarkar, Sourav; Kim, Kyeong Hwan; Ahn, Kyo Han

doi:10.1002/cptc.201900001

Cited by 37 publications

(26 citation statements)

References 45 publications

(18 reference statements)

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“…The most commonly investigated NP targets to date are ATP and ADP. A recent review highlights the application of ATP‐selective receptors for cell and tissue imaging [8] . This present Minireview focuses on molecular receptors that can discriminate between ATP and ADP, paying particular attention to the mechanisms of binding and discrimination.…”

Section: Introductionmentioning

confidence: 99%

“…A recent review highlights the application of ATP-selective receptors for cell and tissue imaging. [8] This present Minireview focuses on molecular receptors that can discriminate between ATP and ADP, paying particular attention to the mechanisms of binding and discrimination. While complete discrimination between these two molecules is difficult to achieve through differences in binding affinity, probes that provide a differential response upon binding ATP and ADP can provide useful tools.…”

Section: Introductionmentioning

confidence: 99%

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Anion Receptors for the Discrimination of ATP and ADP in Biological Media

Butler

Jolliffe

2020

ChemPlusChem

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The design and synthesis of molecular receptors for the selective binding of nucleoside phosphate anions (e. g. ATP, ADP, GTP, GDP, UDP) in aqueous media at physiological pH is a valuable research endeavour, which could lead to new sensing tools for biomedical and drug discovery research. However, this target is very challenging due to similarities in anion size, structure and charge. This Minireview provides an account of the development of receptors capable of discriminating between ATP and ADP, and their utilisation in biological sensing applications. Particular focus is given to the application of receptors for the determination of ATP or ADP concentrations in biological media, tracking ATP levels (or the ATP/ADP ratio) in cells using fluorescence microscopy, or real‐time monitoring of enzyme reactions involving ATP and ADP in vitro.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Anion Receptors for the Discrimination of ATP and ADP in Biological Media

Butler

Jolliffe

2020

ChemPlusChem

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“…S2). 18 ATP-LW was initially non fluorescent, due to the quenching effects of the boronic ester on the 1,8-naphthalimide unit and ring-closed rhodamine being non-fluorescent. Upon the addition of ONOO − (0-16 μM), a significant fluorescence increase at 562 nm/568 nm was observed when excited at 450/488 nm (Fig.…”

Section: Resultsmentioning

confidence: 99%

“…[15][16][17] Moreover, fluorescent probes for the selective detection and visualization of ATP have been developed. 18 However, to date no fluorescent probe capable of the simultaneous and independent detection and imaging of ONOO − and ATP has been reported, such a system would allow us to monitor this close relationship in real time. Here, we report the construction of ATP-LW, a single fluorescent probe that enables the simultaneous detection of ONOO − and ATP.…”

Section: Introductionmentioning

confidence: 99%

Dual-channel fluorescent probe for the simultaneous monitoring of peroxynitrite and adenosine-5’-triphosphate in cellular applications

Liu

Xue

et al. 2021

Preprint

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The concentrations of ATP and ONOO − have been correlated with the progression a number of diseases including ischemia-reperfusion injury and drug-induced liver injury. Here, we report the development of fluorescent probe, ATP-LW, which enables the simultaneous detection of ONOO − and ATP. ONOO − selectively oxidises the boronate pinacol ester of ATP-LW, to afford the fluorescent 4-hydroxy-1,8naphthalimide product NA-OH (λex = 450 nm, λem = 562 nm or λex = 488 nm, λem = 568 nm). While, the binding of ATP to ATP-LW induces the spirolactam ring opening of rhodamine to afford a highly emissive product (λex = 520 nm, λem = 587 nm). Due to the differences in emission between the ONOO − and ATP products, ATP-LW exhibits the unique ability to image ONOO − levels in the green channel (λex = 488 nm, λem = 500-575 nm) and ATP concentrations using the red channel (λex = 514 nm, λem = 575-650 nm). This was demonstrated using hepatocytes (HL-7702 cells) in cellular imaging experiments. The treatment of HL-7702 cell line with oligomycin A (an inhibitor of ATP synthase) resulted in a reduction of ATP in the red channel and increase in ONOO − green channel. While, the presence of SIN-1 (an exogenous ONOO − donor) results in an increase of ONOO − , and decrease in ATP. Significantly, when HL-7702 cells were treated with acetaminophen as a biological model for drug-induced liver injury, an increase in ONOO − green and decrease in ATP red channel fluorescence was observed. These results illustrate the utility of ATP-LW as a chemical tool to simultaneously monitor ATP and ONOO − concentrations in cellular-based applications.

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“…Several molecular probes for fluorescent sensing of ATP have been reported [13][14][15][16][17][18]. However, these probes function through monitoring changes in single emission intensities which is vulnerable to alterations from external factors such as temperature, pH, and solvent polarity.…”

Section: Introductionmentioning

confidence: 99%

A Coumarin-Benzothiazole Derivative as a FRET-Based Chemosensor of Adenosine 5′-Triphosphate

et al. 2019

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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.

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Molecular Probes for Fluorescence Imaging of ATP in Cells and Tissues

Cited by 37 publications

References 45 publications

Anion Receptors for the Discrimination of ATP and ADP in Biological Media

Anion Receptors for the Discrimination of ATP and ADP in Biological Media

Dual-channel fluorescent probe for the simultaneous monitoring of peroxynitrite and adenosine-5’-triphosphate in cellular applications

A Coumarin-Benzothiazole Derivative as a FRET-Based Chemosensor of Adenosine 5′-Triphosphate

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