94411-96-8Relevant articles and documents
Na+ Selective Fluorescent Tools Based on Fluorescence Intensity Enhancements, Lifetime Changes, and on a Ratiometric Response
Schwarze, Thomas,Riemer, Janine,Müller, Holger,John, Leonard,Holdt, Hans-Jürgen,Wessig, Pablo
supporting information, p. 12412 - 12422 (2019/09/06)
Over the years, we developed highly selective fluorescent probes for K+ in water, which show K+-induced fluorescence intensity enhancements, lifetime changes, or a ratiometric behavior at two emission wavelengths (cf. Scheme 1, K1–K4). In this paper, we introduce selective fluorescent probes for Na+ in water, which also show Na+ induced signal changes, which are analyzed by diverse fluorescence techniques. Initially, we synthesized the fluorescent probes 2, 4, 5, 6 and 10 for a fluorescence analysis by intensity enhancements at one wavelength by varying the Na+ responsive ionophore unit and the fluorophore moiety to adjust different Kd values for an intra- or extracellular Na+ analysis. Thus, we found that 2, 4 and 5 are Na+ selective fluorescent tools, which are able to measure physiologically important Na+ levels at wavelengths higher than 500 nm. Secondly, we developed the fluorescent probes 7 and 8 to analyze precise Na+ levels by fluorescence lifetime changes. Herein, only 8 (Kd=106 mm) is a capable fluorescent tool to measure Na+ levels in blood samples by lifetime changes. Finally, the fluorescent probe 9 was designed to show a Na+ induced ratiometric fluorescence behavior at two emission wavelengths. As desired, 9 (Kd=78 mm) showed a ratiometric fluorescence response towards Na+ ions and is a suitable tool to measure physiologically relevant Na+ levels by the intensity change of two emission wavelengths at 404 nm and 492 nm.
Coumarin- and rhodamine-fused deep red fluorescent dyes: Synthesis, photophysical properties, and bioimaging in vitro
Chen, Jianhong,Liu, Weimin,Zhou, Bingjiang,Niu, Guangle,Zhang, Hongyan,Wu, Jiasheng,Wang, Ying,Ju, Weigang,Wang, Pengfei
, p. 6121 - 6130 (2013/07/26)
A series of deep red fluorescent dyes (CR1 to CR3) was developed via introduction of a coumarin moiety into the rhodamine molecular skeleton. The novel dyes possessed the individual advantages of coumarin and rhodamine derivatives, and the emission wavelength was extended to the deep red region (>650 nm) due to the extension of fused-ring conjugate structure simultaneously. To illustrate its value, we designed and conveniently synthesized a series of novel deep red bioimaging dyes (CR1E to CR3E) by esterification of CR1 to CR3, which could selectively stain mitochondria. They were superior to the MitoTrackers for mitochondrial staining in terms of large Stokes shift, excellent contrast for imaging, high photostability, and low cytotoxicity. Furthermore, the fluorescence of the coumarin moiety and rhodamine-like fluorophore could be switched like classical rhodamine. Thus, they could be used as an effective platform in constructing fluorescence sensors. Based on this fact, we constructed a novel ratiometric sensor (CR1S) for Hg2+ with good selectivity that could be successfully applied to the imaging of Hg2+ in living A549 cells. This design strategy is straightforward and adaptable to various deep red dyes and sensing platforms by simply introducing different fluorophores.
