A continuous luminescence assay for monitoring kinase activity: signalling the ADP/ATP ratio using a discrete europium complex

Hewitt, Sarah; Parris, Jonathan; Mailhot, Romain; Butler, Stephen J.

doi:10.1039/c7cc05887j

Cited by 42 publications

(50 citation statements)

References 42 publications

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“…Data in support of 1:1 binding between [ Eu.3 ] + and ATP or GTP was provided by high resolution (ESI) mass spectrometry, which gave intense signals at m / z= 741.6588 and 749.6564, corresponding to the doubly charged species [ Eu.3 +ATP+5H] 2+ and [ Eu.3 +GTP+5H] 2+ respectively (Figure S50 and S51). Mass spectral data showing the formation of stable ternary adducts of [ Eu.1 ] + and ATP or ADP was reported previously …”

Section: Resultssupporting

confidence: 61%

“…Indeed, we have shown recently that the cooperative use of metal‐ligand interactions in combination with hydrogen bonding can provide excellent selectivity for nucleoside polyphosphate anions over monophosphate anions (e.g. AMP, cAMP, HPO 4 2− , phosphorylated amino acids), where no such hydrogen‐bonding interactions can occur . To investigate the function of the hydrogen bond‐donor groups in the ATP recognition process, we prepared two control complexes, [ Eu.2 ] + and [ Eu.4 ] + , which lack quinoline amide groups.…”

Section: Resultsmentioning

confidence: 99%

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Cationic Europium Complexes for Visualizing Fluctuations in Mitochondrial ATP Levels in Living Cells

Mailhot

Traviss-Pollard

Pál

et al. 2018

Chemistry A European J

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The ability to study cellular metabolism and enzymatic processes involving adenosine triphosphate (ATP) is impeded by the lack of imaging probes capable of signalling the concentration and distribution of intracellular ATP rapidly, with high sensitivity. We report here the first example of a luminescent lanthanide complex capable of visualizing changes in the concentration of ATP in the mitochondria of living cells. Four cationic europium(III) complexes [Eu.1–4]+ have been synthesized and their binding capabilities towards nucleoside polyphosphate anions examined in aqueous solution at physiological pH. Complexes [Eu.1]+ and [Eu.3]+ bearing hydrogen bond donor groups in the pendant arms showed excellent discrimination between ATP, ADP and monophosphate species. Complex [Eu.3]+ showed relatively strong binding to ATP (logK a=5.8), providing a rapid, long‐lived luminescent signal that enabled its detection in a highly competitive aqueous medium containing biologically relevant concentrations of Mg2+, ADP, GTP, UTP and human serum albumin. This EuIII complex responds linearly to ATP within the physiological concentration range (1–5 mm), and was used to continuously monitor the apyrase‐catalyzed hydrolysis of ATP to ADP in vitro. We demonstrate that [Eu.3]+ can permeate mammalian (NIH‐3T3) cells efficiently and localize to the mitochondria selectively, permitting real‐time visualization of elevated mitochondrial ATP levels following treatment with a broad spectrum kinase inhibitor, staurosporine, as well as depleted ATP levels upon treatment with potassium cyanide under glucose starvation conditions.

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Section: Resultssupporting

confidence: 61%

Section: Resultsmentioning

confidence: 99%

Cationic Europium Complexes for Visualizing Fluctuations in Mitochondrial ATP Levels in Living Cells

Mailhot

Traviss-Pollard

Pál

et al. 2018

Chemistry A European J

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“…Owing to the partially shifted emission regions, a mixture of complexes 66 and 67 was effectively applied for monitoring enzymatic reactions catalyzed by a kinase. Sensor 68 can bind ATP and ADP in aqueous solution at neutral pH values . Unlike other cyclam complexes, 68 functions as a turn‐on probe upon addition of ADP and ATP.…”

Section: Metal‐based Receptorsmentioning

confidence: 99%

“… ATP is hydrolyzed to ADP in a series of biological processes . Thus, those systems that have excellent ATP/ADP selectivity have been explored to detect the ratio of ATP/ADP concentrations in cells . Several publications have focused on the quantification of cAMP and ATP concentrations in human blood samples.…”

Section: Application Of Receptors and Probes For Nucleotidesmentioning

confidence: 99%

Molecular Receptors for Recognition and Sensing of Nucleotides

Agafontsev

Ravi

Shumilova

et al. 2018

Chemistry A European J

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Nucleotides are constituents of nucleic acids and they have a variety of functions in cellular metabolism. Synthetic receptors and sensors are required to reveal the role of nucleotides in living organisms and mechanisms of signal transduction events. In recent years, a large number of nucleotide‐selective synthetic receptors have been devised, which utilize different molecular designs and sensing mechanisms. This Minireview presents recent progress in the design of synthetic molecular receptors for selective recognition of nucleotides in aqueous solution. The binding properties of receptors and the origins of their selectivity for a particular nucleotide are discussed.

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“…[2] One of very few known examples of ar atiometric luminescent probe to monitor the ADP/ATP ratio is the fusion protein Perceval, consisting of ab acterial regulatory protein GInK1 and am odified green fluorescent protein GFP. [4] Europium complexes have been used extensively for selective anion binding,o ften generating ar atiometric response in emission. [4] Europium complexes have been used extensively for selective anion binding,o ften generating ar atiometric response in emission.…”

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confidence: 99%

Monitoring of the ADP/ATP Ratio by Induced Circularly Polarised Europium Luminescence

2018

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As eries of three europium complexes bearing picolyl amine moieties was found to possess differing binding affinities towards Zn 2+ and three nucleotides:AMP,ADP,and ATP. Al arge increase in the total emission intensity was observed upon binding Zn 2+ ,followed by signal amplification upon the addition of nucleotides.T he resulting adducts possessed strong induced circularly polarised emission, with ADP and ATPsignals of opposite sign. Model DFT geometries of the adducts suggest the D diastereoisomer is preferred for ATPa nd the L isomer for ADP/AMP.T his change in sign allows the ADP/ATP (or AMP/ATP) ratio to be assessed by monitoring changes in the emission dissymmetry factor,g em .Supportinginformation and the ORCID identification number(s) for the author(s) of this article can be found under: https://doi.

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A continuous luminescence assay for monitoring kinase activity: signalling the ADP/ATP ratio using a discrete europium complex

Abstract: COMMUNICATION Stephen J. Butler et al.A continuous luminescence assay for monitoring kinase activity: signalling the ADP/ATP ratio using a discrete europium complex Volume

Cited by 42 publications

References 42 publications

Cationic Europium Complexes for Visualizing Fluctuations in Mitochondrial ATP Levels in Living Cells

Cationic Europium Complexes for Visualizing Fluctuations in Mitochondrial ATP Levels in Living Cells

Molecular Receptors for Recognition and Sensing of Nucleotides

Monitoring of the ADP/ATP Ratio by Induced Circularly Polarised Europium Luminescence

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