RRC ID 69937
著者 Hagimori M, Hara F, Mizuyama N, Fujino T, Saji H, Mukai T.
タイトル High-Affinity Ratiometric Fluorescence Probe Based on 6-Amino-2,2'-Bipyridine Scaffold for Endogenous Zn2+ and Its Application to Living Cells.
ジャーナル Molecules
Abstract Zinc is an essential trace element involved in many biological activities; however, its functions are not fully understood. To elucidate the role of endogenous labile Zn2+, we developed a novel ratiometric fluorescence probe, 5-(4-methoxyphenyl)-4-(methylsulfanyl)-[2,2'-bipyridin]-6-amine (6 (rBpyZ)) based on the 6-amino-2,2'-bipyridine scaffold, which acts as both the chelating agent for Zn2+ and the fluorescent moiety. The methoxy group acted as an electron donor, enabling the intramolecular charge transfer state of 6 (rBpyZ), and a ratiometric fluorescence response consisting of a decrease at the emission wavelength of 438 nm and a corresponding increase at the emission wavelength of 465 nm was observed. The ratiometric probe 6 (rBpyZ) exhibited a nanomolar-level dissociation constant (Kd = 0.77 nM), a large Stokes shift (139 nm), and an excellent detection limit (0.10 nM) under physiological conditions. Moreover, fluorescence imaging using A549 human lung adenocarcinoma cells revealed that 6 (rBpyZ) had good cell membrane permeability and could clearly visualize endogenous labile Zn2+. These results suggest that the ratiometric fluorescence probe 6 (rBpyZ) has considerable potential as a valuable tool for understanding the role of Zn2+ in living systems.
巻・号 27(4)
公開日 2022-2-14
DOI 10.3390/molecules27041287
PII molecules27041287
PMID 35209077
PMC PMC8876810
MeSH Cell Line Chemistry Techniques, Synthetic Fluorescent Dyes / chemical synthesis Fluorescent Dyes / chemistry* Humans Hydrogen-Ion Concentration Magnetic Resonance Spectroscopy Molecular Imaging / methods* Molecular Structure Pyridines / chemistry* Spectrometry, Fluorescence Zinc / chemistry* Zinc / metabolism
IF 3.267
リソース情報
ヒト・動物細胞 A549(RCB0098)