title: Sensing of adenosine-5'-triphosphate anion in aqueous solutions and mitochondria by a fluorescent 3-hydroxyflavone dye.
abstract: The current work demonstrates the formation of complexes between the tetraanion adenosine-5'-triphosphate (ATP) and the flavone derivative 3-hydroxy-4'-(dimethylamino)flavone (FME). Two kinds of complexes are evidenced. The higher affinity ATP-FME complex corresponds to a stacking of the two aromatic molecules and leads to a strong hypochromicity of the absorption spectrum of the dye. The lower affinity (ATP)(2)-FME complex results in a strong increase of the fluorescence intensity ( approximately 20-fold), due mainly to the appearance of the anionic form of FME, as shown by the important red shift (60 nm) of both excitation and emission spectra. Molecular modeling indicates that this anionic form results from the deprotonation induced by the influence of the tetra-charged triphosphate group of the ATP molecules. Using its strong enhancement of fluorescence intensity in the presence of ATP, the dye was used successfully to monitor the succinate-induced production of endogenous ATP in mitochondria. As a consequence, FME can be considered as a starting point to design efficient ATP sensors.
authors.affiliation: Department of Chemistry, Kyiv National Taras Shevchenko University, 01033 Kyiv, Ukraine.
authors.forename: Dmytro A
authors.initials: DA
authors.lastname: Yushchenko
authors.forename: Olga B
authors.initials: OB
authors.lastname: Vadzyuk
authors.forename: Sergiy O
authors.initials: SO
authors.lastname: Kosterin
authors.forename: Guy
authors.initials: G
authors.lastname: Duportail
authors.forename: Yves
authors.initials: Y
authors.lastname: Mély
authors.forename: Vasyl G
authors.initials: VG
authors.lastname: Pivovarenko
mesh_terms: D000255:Adenosine Triphosphate / Q000032:analysis* / Q000737:chemistry / Q000378:metabolism; D000838:Anions; D005419:Flavonoids / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000737:chemistry*; D008928:Mitochondria / Q000378:metabolism*; D012680:Sensitivity and Specificity; D012996:Solutions / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D013997:Time Factors; D014867:Water / Q000737:chemistry*
chemical_list: D000838:Anions; D005419:Flavonoids; D005456:Fluorescent Dyes; D012996:Solutions; D014867:Water; D000255:Adenosine Triphosphate; C041477:3-hydroxyflavone