139346-57-9Relevant articles and documents
Topology-Selective, Fluorescent “Light-Up” Probes for G-Quadruplex DNA Based on Photoinduced Electron Transfer
Xie, Xiao,Reznichenko, Oksana,Chaput, Ludovic,Martin, Pascal,Teulade-Fichou, Marie-Paule,Granzhan, Anton
, p. 12638 - 12651 (2018)
Six novel probes were prepared by covalent attachment of a G4-DNA ligand (bis(quinolinium) pyridodicarboxamide; PDC) to various coumarin or pyrene fluorophores. In the absence of DNA, the fluorescence of all probes is quenched due to intramolecular photoinduced electron transfer (PET), as evidenced by photophysical and electrochemical studies, molecular modeling, and DFT calculations. All probes demonstrate similarly high thermal stabilization of various G4-DNA substrates belonging to different folding topologies, as assessed by fluorescence melting experiments; however, their fluorimetric response is strongly heterogeneous with respect to the structures of the probes and G4-DNA targets. Thus, the probes containing the 7-diethylaminocoumarin fluorophore demonstrate significant fluorescence enhancement in the presence of G4-DNA, with the strongest “light-up” response (20- to 180-fold) observed for antiparallel G4 structures as well as for hybrid G4 structures, formed by the variants of human telomeric sequence and capable of a conformation change to the antiparallel isoform. These results shed light on the influence of the linker and electronic properties of fluorophores on the efficiency of G4-DNA “light-up” probes operating via PET.
Design of irreversible optical nanothermometers for thermal ablations
Gustafson, Tiffany P.,Cao, Qian,Wang, Steven T.,Berezin, Mikhail Y.
, p. 680 - 682 (2013)
Nanothermometers composed from a gold nanorod core, temperature sensitive linker and fluorescent dye are reported. The nanothermometers have low fluorescence due to a self-quenching mechanism at temperatures below 50 °C and become highly fluorescence above 70 °C.
A FRET-based approach to ratiometric fluorescence detection of hydrogen peroxide
Albers, Aaron E.,Okreglak, Voytek S.,Chang, Christopher J.
, p. 9640 - 9641 (2006)
We report the synthesis, properties, and biological applications of Ratio-Peroxyfluor-1 (RPF1), a new ratiometric fluorescent reporter for hydrogen peroxide. RPF1 is comprised of a two-fluorophore cassette, where the spectral overlap between coumarin dono
Intracellular delivery of chemical probes using a glutathione-responsive traceless tag
Aoyama, Eriko,Fuchida, Hirokazu,Oshikawa, Yuji,Uchinomiya, Shohei,Ojida, Akio
, p. 7715 - 7718 (2016)
A new glutathione (GSH)-responsive traceless tag that facilitates intracellular delivery of small molecule chemical probes has been developed.
Synthesis, Biological Evaluation of Fluorescent 23-Hydroxybetulinic Acid Probes, and Their Cellular Localization Studies
Yao, Hong,Wei, Guoxiang,Liu, Yanpeng,Yao, Hequan,Zhu, Zheying,Ye, Wencai,Wu, Xiaoming,Xu, Jinyi,Xu, Shengtao
, p. 1030 - 1034 (2018/10/15)
23-Hydroxybetulinic acid (23-HBA) is a complex lupane triterpenoid, which has attracted increasing attention as an anticancer agent. However, its detailed mechanism of anticancer action remains elusive so far. To reveal its anticancer mode of action, a series of fluorescent 23-HBA derivatives conjugated with coumarin dyes were designed, synthesized, and evaluated for their antiproliferative activities. Subcellular localization and uptake profile studies of representative fluorescent 23-HBA probe 26c were performed in B16F10 cells, and the results suggested that probe 26c was rapidly taken up into B10F10 cells in a dose-dependent manner and mitochondrion was the main site of its accumulation. Further mode of action studies implied that the mitochondrial pathway was involved in 23-HBA-mediated apoptosis. Together, our results provided new clues for revealing the molecular mechanism of natural product 23-HBA for its further development into an antitumor agent.
