Sensing of adenosine-5′-triphosphate anion in aqueous solutions and mitochondria by a fluorescent 3-hydroxyflavone dye

Yushchenko, Dmytro A.; Vadzyuk, O. B.; Костерін, С. О.; Duportail, Guy; Mély, Yves; Pivovarenko, Vasyl G.

doi:10.1016/j.ab.2007.05.005

Cited by 36 publications

(35 citation statements)

References 39 publications

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“…The studied dyes show two consecutive changes in their absorption spectra in the presence of increasing ATP concentrations. Similar to dye 4 b , they show hypochromism at first titration points, followed by the appearance of a new band at higher concentrations of ATP (Figures B–D). The amplitude of these changes differs from dye to dye.…”

Section: Resultsmentioning

confidence: 66%

“…Interestingly, for most dyes, ATP binding resulted in the appearance in the excitation spectrum of a new band strongly shifted to the red (by 40–70 nm, or 3000–6000 cm −1 , Figure A, Table S2). Such a strong red shift was never observed for the studied dyes of 1 – 6 series, except in the presence of ATP . This shift was ascribed to an electrochromic effect of the charged part of ATP and presents a unique possibility of selective excitation of dye–ATP complex population in presence of free dyes.…”

Section: Resultsmentioning

confidence: 74%

“…Such a strong effect suggests an important release of water from the fluorophore and a possible increase of rigidity of the dye surroundings. Together with the hypochromism observed in the absorption spectra, all these features suggest that stacking interactions play an important role in complex formation …”

Section: Resultsmentioning

confidence: 86%

“…This probe is based on 3‐hydroxy‐4′‐(dimethylamino)flavone (dye 4 b in this article), a structural analogue of natural flavonols that exhibits new bands in its fluorescence excitation and emission spectra on binding to ATP. This probe shows high selectivity to ATP in solution or in mitochondria, and allows for measuring ATP concentrations in range of 0.02–4 m m by both intensiometric and ratiometric methods . It was suggested that ATP in complex with the dye is stabilized by stacking and electrostatic interactions .…”

Section: Introductionmentioning

confidence: 99%

“…This probe shows high selectivity to ATP in solution or in mitochondria, and allows for measuring ATP concentrations in range of 0.02–4 m m by both intensiometric and ratiometric methods . It was suggested that ATP in complex with the dye is stabilized by stacking and electrostatic interactions . Both 1:1 and 1:2 complexes were observed between the dye and ATP, the most fluorescent one being the 1:2 complex.…”

Section: Introductionmentioning

confidence: 99%

See 4 more Smart Citations

A Toolbox of Chromones and Quinolones for Measuring a Wide Range of ATP Concentrations

Pivovarenko

Bugera

Humbert

et al. 2017

Chemistry A European J

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A series of 26 3-hydroxychromones, three bis-flavonols and four 3-hydroxyquinolones were studied to evaluate their fluorescence response to interaction with ATP in buffer. The dyes differ by the total charge, the size and number of their aromatic units, as well as the position or electron-donating ability of their substituents. All of them were suggested to form complexes with ATP of 1:1 and 1:2 stoichiometry, which can be evidenced by their bright fluorescence and their 3000-6000 cm red-shifted excitation band. These fluorescent complexes allow detection of ATP concentrations over 3 orders of magnitude, whereas most other known probes cover no more than two orders. In total, the dyes allow ATP detection from 0.001 to 57 mm. In addition, most of the dye-ATP complexes can be excited in the visible and monitored in the red region of the spectrum. The response amplitude of the described dyes to ATP is as high as for the best known probes. Considering that complexation takes place at neutral pH, the studied dyes form a toolbox of fluorescent probes for intensiometric and ratiometric measurements of ATP concentration in a broad concentration range. Finally, the obtained results stimulate the idea that most of natural 3-hydroxyflavones in living cells may form complexes with ATP.

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Section: Resultsmentioning

confidence: 66%

Section: Resultsmentioning

confidence: 74%

Section: Resultsmentioning

confidence: 86%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

A Toolbox of Chromones and Quinolones for Measuring a Wide Range of ATP Concentrations

Pivovarenko

Bugera

Humbert

et al. 2017

Chemistry A European J

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Interactions of α‐Synuclein with Lipids and Artificial Membranes Monitored by ESIPT Probes

Shvadchak

Falomir-Lockhart

Jovin

2011

Lipids and Cellular Membranes in Amyloid Diseases

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Integration of Organic Fluorophores in the Surface of Polymer‐Coated Colloidal Nanoparticles for Sensing the Local Polarity of the Environment

Amin¹,

Montenegro²,

Parak³

2012

ChemPhysChem

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Inorganic hydrophobically capped NPs such as quantum dots, superparamagnetic iron oxide, or gold nanoparticles can be modified to make them water-soluble by their embedding in an amphiphilic polymer shell. This polymer shell can be prefunctionalized by the integration of organic fluorophores, which allows the observation of the nanoparticles with fluorescence based techniques. The fluorophore could be either located more in the hydrophobic part of the inner polymer shell, or on the hydrophilic surface pointing towards solution. Herein we prepared gold nanoparticles decorated with the organic fluorophore FE, 4'-N,N-diethylamino-3-hydroxyflavone (FE), which possesses fluorescence sensitive to the polarity and hydrogen-bonding properties of the surrounding local environment. Based on the response of FE in the polymer shell to isopropanol, and CTAB compared to the response of free FE we conclude that the FE fluorophore is situated within the inner polymer shell. Nevertheless the fluorophore in the polymer shell can still sense polarity changes in solution.

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Sensing of adenosine-5′-triphosphate anion in aqueous solutions and mitochondria by a fluorescent 3-hydroxyflavone dye

Cited by 36 publications

References 39 publications

A Toolbox of Chromones and Quinolones for Measuring a Wide Range of ATP Concentrations

A Toolbox of Chromones and Quinolones for Measuring a Wide Range of ATP Concentrations

Interactions of α‐Synuclein with Lipids and Artificial Membranes Monitored by ESIPT Probes

Integration of Organic Fluorophores in the Surface of Polymer‐Coated Colloidal Nanoparticles for Sensing the Local Polarity of the Environment

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