877616-00-7Relevant academic research and scientific papers
A BODIPY analogue from the tautomerization of sodium 3-oxide BODIPY
Chen, Peng-Zhong,Zheng, Hai-Rong,Niu, Li-Ya,Chen, Yu-Zhe,Wu, Li-Zhu,Tung, Chen-Ho,Yang, Qing-Zheng
, p. 631 - 635 (2015/08/03)
Abstract The introduction of hydroxy group to the 3- or 5-position of 4,4-difluoro-4-bora-3a,4a-diazaindacene (BODIPY) results in unexpected tautomerization to BDPONa with interesting structural and photophysical properties. The core of BDPONa is an anion
A highly copper-selective ratiometric fluorescent sensor based on BODIPY
Huang, Jinlong,Wang, Bo,Ye, Jianguo,Liu, Bin,Qiu, Huayu,Yin, Shouchun
, p. 1857 - 1861 (2012/10/29)
A new ratiometric fluorescent sensor (1) for Cu2+ based on 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) with di(2-picolyl)amine (DPA) as ion recognition subunit has been synthesized and investigated in this work. The binding abilities of 1 towards different metal ions such as alkali and alkaline earth metal ions (Na+, K+, Mg2+, Ca2+) and other metal ions (Ba2+, Zn2+, Cd 2+, Fe2+, Fe3+, Pb2+, Ni 2+, Co2+, Hg2+, Ag+) have been examined by UV-vis and fluorescence spectroscopies. 1 displays high selectivity for Cu2+ among all test metal ions and a ～10-fold fluorescence enhancement in I582/I558 upon excitation at visible excitation wavelength. The binding mode of 1 and Cu2+ is a 1:1 stoichiometry determined via studies of Job plot, the nonlinear fitting of the fluorometric titration and ESI mass.
BODIPY-based ratiometric fluorescent sensor for highly selective detection of glutathione over cysteine and homocysteine
Niu, Li-Ya,Guan, Ying-Shi,Chen, Yu-Zhe,Wu, Li-Zhu,Tung, Chen-Ho,Yang, Qing-Zheng
supporting information, p. 18928 - 18931 (2013/01/15)
We report a ratiometric fluorescent sensor based on monochlorinated BODIPY for highly selective detection of glutathione (GSH) over cysteine (Cys)/homocysteine (Hcy). The chlorine of the monochlorinated BODIPY can be rapidly replaced by thiolates of bioth
Boron dipyrromethene analogs with phenyl, styryl, and ethynylphenyl substituents: Synthesis, photophysics, electrochemistry, and quantum-chemical calculations
Qin, Wenwu,Rohand, Taoufik,Dehaen, Wim,Clifford, John N.,Driesen, Kris,Beljonne, David,Van Averbeke, Bernard,Van Auweraer, Mark Der,Boens, Noel
, p. 8588 - 8597 (2008/10/09)
Seven fluorescent boradiazaindacene-based compounds with one or two phenyl, ethenylphenyl, and ethynylphenyl substituents at the 3- (or 3,5-) position(s) were synthesized via palladium-catalyzed coupling reactions with the appropriate 3,5-dichloroBODIPY derivative. The effect of the various substituents at the 3- (or 3,5-) position(s) on the spectroscopic and photophysical properties were studied as a function of solvent by means of UV/vis absorption, steady-state, and time-resolved fluorometry, and theoretical modeling. The emission maxima of the symmetrically 3,5-disubstituted dyes are shifted to longer wavelengths (by 30 to 60 nm) relative to the related asymmetrically 3,5-disubstituted ones. Introduction of styryl substituents causes the largest red shift in both the absorption and emission spectra. BODIPY derivatives with ethynylaryl groups also shift the spectral maxima to longer wavelengths compared to aryl-substituted ones but to a lesser degree than the styryl compounds. The quantum-chemical calculations confirm these trends and provide a rationale for the spectral shifts induced by substitution. The fluorescence quantum yields of the ethenylaryl and ethynylaryl analogs are significantly higher that those of the aryl-substituted dyes. The 3,5-diethynylaryl dye has the highest fluorescence quantum yield (～1.0) and longest lifetime (around 6.5 ns) among the BODIPY dyes studied. The differences in the photophysical properties of the dyes are also reflected in their electrochemical properties where the symmetrically 3,5-disubstituted dyes display much lower oxidation potentials when compared to their asymmetric counterparts.
Functionalisation of fluorescent BODIPY dyes by nucleophilic substitution
Rohand, Taoufik,Baruah, Mukulesh,Qin, Wenwu,Boens, Noel,Dehaen, Wim
, p. 266 - 268 (2008/02/08)
The BODIPY chromophore can be easily modified by nucleophilic mono- or disubstitution of 3,5-dichloroBODIPY with O-, N-, S- and C-nucleophiles. Absorption and fluorescence spectral data of the new BODIPY derivatives are also reported. The Royal Society of
