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 Fe and Hg ions with remarkable fluorescence enhancement in THF/HO (v/v, 1 : 1, buffered with 10 mM HEPES pH = 7.4) based on the hydrolysis reaction of the -C[double bond, length as m-dash]N 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/Fe and 1 : 2 for TPA-BODIPY-OH/Hg, respectively. The dissociation constant value was found to be 1.35 × 10 M for TPA-BODIPY-OH/Fe and 2.06 × 10 M for TPA-BODIPY-OH/Hg. The low detection limit was calculated from the titration results with the values of 5.15 × 10 M for TPA-BODIPY-OH/Fe and 6.81 × 10 M for TPA-BODIPY-OH/Hg, 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/SiO nanoparticles exhibit good dispersibility, and the quantum yield of FNPs at 657 nm was 42.3%.
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http://dx.doi.org/10.1039/c6tb02469f | DOI Listing |
J Mater Chem B
June 2024
School of Chemistry and Chemical Engineering, Southeast University, Nanjing, 211189, China.
In this study, the heavy-atom-free BODIPY dendrimer TM-BDP was synthesized for near-infrared photodynamic therapy, and was composed of a triphenylamine-BODIPY dimer and four 1-(2-morpholinoethyl)-1-indole-3-ethenyl groups. The TM-BDP could achieve near-infrared photodynamic therapy through two different photosensitive pathways, which include one-photon excitation at 660 nm and two-photon excitation at 1000 nm. In the one-photon excitation pathway, the TM-BDP could generate singlet oxygen and superoxide radicals under 660 nm illumination.
View Article and Find Full Text PDFSpectrochim Acta A Mol Biomol Spectrosc
August 2017
School of Chemistry and Chemical Engineering, Southeast University, Nanjing, China. Electronic address:
An aldoxime containing fluorescent probe based on vinylpydine-appended triphenylamine-BODIPY has been designed and used for hypochlorite detection. OX-PPA-BODIPY was developed by introducing an aldoxime group into the 2-position of BODIPY, which can be used for the detection of hypochlorite with a sharp color change from pink to green. The attachment of 4-vinylpyridine moiety to triphenylamine-BODIPY constructs a fluorogen with desirable conjugated system.
View Article and Find Full Text PDFJ Mater Chem B
December 2016
School of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189, China.
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