149806-75-7Relevant articles and documents
BODIPY based realtime, reversible and targeted fluorescent probes for biothiol imaging in living cells
He, Rongkun,Zhang, Yichuan,Madhu, Suresh,Gao, Quan,Lian, Qianjin,Raghavan, Sriram Srinivasa,Geng, Jin
, p. 14717 - 14720 (2020)
Real-time live cell imaging and quantification of biothiol dynamics are important for understanding pathophysiological processes. However, the design and synthesis of rational probes that have reversible and real-time capabilities is still challenging. In
Synthesis and evaluation of a [18F]BODIPY-labeled caspase-inhibitor
Ortmeyer, Christian Paul,Haufe, Günter,Schwegmann, Katrin,Hermann, Sven,Sch?fers, Michael,B?rgel, Frederik,Wünsch, Bernhard,Wagner, Stefan,Hugenberg, Verena
, p. 2167 - 2176 (2017)
BODIPYs (boron dipyrromethenes) are fluorescent dyes which show high stability and quantum yields. They feature the possibility of selective 18F-fluorination at the boron-core. Attached to a bioactive molecule and labeled with [18F]fluorine, the resulting compounds are promising tracers for multimodal imaging in vivo and can be used for PET and fluorescence imaging. A BODIPY containing a phenyl and a hydroxy substituent on boron was synthesized and characterized. Fluorinated and hydroxy substituted dyes were coupled to an isatin-based caspase inhibitor via cycloaddition and the resulting compounds were evaluated in vitro in caspase inhibition assays. The metabolic stability and the formed metabolites were investigated by incubation with mouse liver microsomes and LC-MS analysis. Subsequently the fluorophores were labeled with [18F]fluorine and an in vivo biodistribution study using dynamic PET was performed.
A novel triphenylamine-BODIPY dendron: Click synthesis, near-infrared emission and a multi-channel chemodosimeter for Hg2+ and Fe3+
Shen, Bao-Xing,Qian, Ying
, p. 7549 - 7559 (2016)
A novel triphenylamine-BODIPY based Schiff base fluorescent probe (TPA-BODIPY-OH) with an emission in the near-infrared (NIR) region was designed and prepared by click reaction. TPA-BODIPY-OH showed three emission bands at 510 nm, 598 nm and 670 nm, and can detect Fe3+ and Hg2+ ions with remarkable fluorescence enhancement in THF/H2O (v/v, 1:1, buffered with 10 mM HEPES pH = 7.4) based on the hydrolysis reaction of the -CN bond, and naked eye detection was realized with an obvious color change. The stoichiometry between the probe and ions was deduced from a Job's plot, which is 1:3 for TPA-BODIPY-OH/Fe3+ and 1:2 for TPA-BODIPY-OH/Hg2+, respectively. The dissociation constant value was found to be 1.35 × 10-16 M for TPA-BODIPY-OH/Fe3+ and 2.06 × 10-11 M for TPA-BODIPY-OH/Hg2+. The low detection limit was calculated from the titration results with the values of 5.15 × 10-7 M for TPA-BODIPY-OH/Fe3+ and 6.81 × 10-7 M for TPA-BODIPY-OH/Hg2+, respectively. In order to investigate the biological applications of TPA-BODIPY-OH, a living cell imaging experiment was carried out. The results demonstrate that TPA-BODIPY-OH can be successfully applied as a bioimaging agent in living cells. In addition, amino-group-functionalized silica fluorescent nanoparticles (FNPs) encapsulating the TPA-BODIPY-OH dyes were prepared and characterized by transmission electron microscopy. TPA-BODIPY-OH/SiO2 nanoparticles exhibit good dispersibility, and the quantum yield of FNPs at 657 nm was 42.3%.
Bodipy-squaraine triads: Preparation and study of the intramolecular energy transfer, charge separation and intersystem crossing
Dong, Yu,Iagatti, Alessandro,Foggi, Paolo,Zhao, Jianzhang,Mazzone, Gloria,Xu, Kejing,Ji, Wei,Di Donato, Mariangela,Russo, Nino
, p. 560 - 572 (2017)
Two triads (BDP-SQ and Styryl-BDP-SQ) were prepared with Bodipy, styrylBodipy and Squaraine (SQ) units. SQ shows unexpected efficient intersystem crossing (ISC. ΦT = 50%), which is attributed to S1→T1 transition. In the two triads, the F?rster Resonance Energy Transfer (FRET) direction, as well as the spatial localization of the T1 state, was judiciously tuned. The cascade photophysical properties of the triads were studied with steady-state and time-resolved optical spectroscopies, as well as with electrochemical characterization and theoretical computations. We show that triplet state was produced in triad BDP-SQ upon photoexcitation, but in Styryl-BDP-SQ the fast FRET and the charge separation (CS) processes compete with the ISC of the SQ unit, and no triplet state was formed upon photoexcitation. The singlet energy transfer kinetics were found to be 1.6 and 0.6 ps, respectively and are solvent polarity dependent. Charge transfer was confirmed with ultrafast transient absorption spectroscopy.
Highly efficient energy transfer in the light harvesting system composed of three kinds of boron-dipyrromethene derivatives
Xiaolin, Zhang,Yi, Xiao,Xuhong, Qian
, p. 29 - 32 (2008)
A light-harvesting system containing three kinds of BODIPY fluorophores was synthesized. It exhibited very strong absorption in the region from 300 to 700 nm, and the energy transfer within it was highly efficient.
Synthesis, antimicrobial evaluation, and in silico studies of quinoline—1H-1,2,3-triazole molecular hybrids
Awolade, Paul,Cele, Nosipho,Kerru, Nagaraju,Singh, Parvesh
, p. 2201 - 2218 (2020/06/17)
Abstract: Antimicrobial resistance has become a significant threat to global public health, thus precipitating an exigent need for new drugs with improved therapeutic efficacy. In this regard, molecular hybridization is deemed as a viable strategy to afford multi-target-based drug candidates. Herein, we report a library of quinoline—1H-1,2,3-triazole molecular hybrids synthesized via copper(I)-catalyzed azide-alkyne [3 + 2] dipolar cycloaddition reaction (CuAAC). Antimicrobial evaluation identified compound 16 as the most active hybrid in the library with a broad-spectrum antibacterial activity at an MIC80 value of 75.39?μM against methicillin-resistant S. aureus, E. coli, A. baumannii, and multidrug-resistant K. pneumoniae. The compound also showed interesting antifungal profile against C. albicans and C. neoformans at an MIC80 value of 37.69 and 2.36?μM, respectively, superior to fluconazole. In vitro toxicity profiling revealed non-hemolytic activity against human red blood cells (hRBC) but partial cytotoxicity to human embryonic kidney cells (HEK293). Additionally, in silico studies predicted excellent drug-like properties and the importance of triazole ring in stabilizing the complexation with target proteins. Overall, these results present compound 16 as a promising scaffold on which other molecules can be modeled to deliver new antimicrobial agents with improved potency. Graphic abstract: [Figure not available: see fulltext.].
Efficient real-time bio-thiol fluorescence detection probe based on BODIPY
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Paragraph 0048; 0088; 0109-0111, (2020/03/05)
The invention discloses a ratio type fluorescence probe for rapid detection of bio-thiol in real time, and also discloses a preparation method and application of the probe. Spectrum test results showthat the probe has the advantages of ratio type response
