19812-93-2Relevant articles and documents
Design of a facile fluorescent probe with a large Stokes shift for hydrogen peroxide imaging in vitro and in vivo
Chen, Song,Hou, Peng,Li, Hongmei,Liang, Guilin,Zhang, Hongguang
, (2020)
By modifying 4′?hydroxybiphenyl?4?carbonitrile (BPN-OH) with 2?(4?(bromo?methyl)phenyl)?4,4,5,5?tetramethyl?1,3,2?dioxaborolane group, a facile fluorescent probe, BPN-TOB, for sensitively tracing H2O2 was designed and synthesized. BPN-TOB displayed a low detection limit (67 nM), fast response time (10 min), low cytotoxicity, a mega Stokes shift (170 nm) and a remarkable fluorescence enhancement (72-fold) in the detection of H2O2. Additionally, probe BPN-TOB could monitor exogenous and endogenous H2O2 in living MGC-803 cells (human gastric cancer cells) and RAW264.7 cells (leukemia cellsin mouse macrophage). In particular, this probe BPN-TOB was successfully utilized for imaging H2O2 in zebrafish.
A simple but effective fluorescent probe with large stokes shift for specific detection of cysteine in living cells
Chen, Song,Hou, Peng,Wang, Jing,Fu, Shuang,Liu, Lei
, p. 7 - 12 (2018)
A novel 4′-hydroxybiphenyl-4-carbonitrile-based fluorescent probe, 1, for selective detection of cystein (Cys) over homocystein (Hcy) and glutathione (GSH) was developed. This probe had simple structure and could be easily synthesized with good yield from commercially available materials. Moreover, probe 1 showed a remarkable large Stokes shift (180 nm) and displayed a rapid (5 min) and highly sensitive response (the detection limit was 0.15 μM) for Cys with fluorescence turn-on signal changes (142-fold fluorescence enhancement). Importantly, probe 1 could be used to detect and image both exogenous and endogenous Cys in living A549 cells.
A synthetic approach to dimetalated arenes using flow microreactors and the switchable application to chemoselective cross-coupling reactions
Nagaki, Aiichiro,Ashikari, Yosuke,Kawaguchi, Tomoko,Mandai, Kyoko,Aizawa, Yoko
, p. 17039 - 17047 (2020/11/10)
In spite of their potential utility, the chemistry of dimetalated arenes is still in its infancy because they are extremely difficult to synthesize. We report a novel method of synthesizing arenes bearing a boryl group and a metallic substituent, such as boryl, silyl, stannyl, or zincyl groups, in an integrated flow microreactor based on the generation and reactions of aryllithiums bearing a trialkyl borate moiety. The bimetallic arenes showed a remarkable chemoselectivity in palladium-catalyzed cross-coupling reactions. The selectivity was switched by the selection of the metal species that constitutes the dimetalated arenes as well as appropriate catalysts.
Iron-Catalyzed Room Temperature Cross-Couplings of Bromophenols with Aryl Grignard Reagents
Xu, Li-Chen,Liu, Kun-Ming,Duan, Xin-Fang
supporting information, p. 5421 - 5427 (2019/11/14)
Herein we report a room temperature Fe-catalyzed coupling reaction of various bromophenols with aryl Grignard reagents, which exhibits a wide substrate scope and high functional group tolerance. For the first time, the combination of simple Fe(acac)3/PBu3/Ti(OEt)4 has been used as an effective catalyst for the biaryl couplings of bromophenols or their Na or K salts with debromination and etherification side reactions being well suppressed. Various biphenols including natural product garcibiphenyl C as well as pharmaceutical diflunisal and its ethyl ester were facilely synthesized using the present protocol. (Figure presented.).
