Yushchenko Dmytro A, Vadzyuk Olga B, Kosterin Sergiy O, Duportail Guy, Mély Yves, Pivovarenko Vasyl G
Department of Chemistry, Kyiv National Taras Shevchenko University, 01033 Kyiv, Ukraine.
Anal Biochem. 2007 Oct 15;369(2):218-25. doi: 10.1016/j.ab.2007.05.005. Epub 2007 May 8.
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.
当前的研究表明，四价阴离子腺苷 - 5'-三磷酸（ATP）与黄酮衍生物3 - 羟基 - 4'-（二甲基氨基）黄酮（FME）之间形成了复合物。已证实存在两种复合物。亲和力较高的ATP - FME复合物对应于两个芳香分子的堆积，并导致染料吸收光谱出现强烈的减色效应。亲和力较低的(ATP)₂ - FME复合物导致荧光强度大幅增加（约20倍），这主要是由于FME阴离子形式的出现，激发光谱和发射光谱均出现明显的红移（60 nm）表明了这一点。分子建模表明，这种阴离子形式是由ATP分子带四个电荷的三磷酸基团的影响诱导去质子化产生的。利用其在ATP存在下荧光强度的强烈增强，该染料成功用于监测线粒体中琥珀酸诱导的内源性ATP的产生。因此，FME可被视为设计高效ATP传感器的起点。
