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A Pyridoindole‐Based Multifunctional Bioprobe: pH‐Induced Fluorescence Switching and Specific Targeting of Lipid Droplets
Author(s) -
Sk Bahadur,
Thakre Pilendra Kumar,
Tomar Raghuvir Singh,
Patra Abhijit
Publication year - 2017
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201700898
Subject(s) - tetraphenylethylene , fluorescence , lipid droplet , chemistry , biophysics , nanotechnology , colocalization , fluorescence lifetime imaging microscopy , organelle , combinatorial chemistry , materials science , biochemistry , aggregation induced emission , biology , physics , quantum mechanics , microbiology and biotechnology
A versatile fluorescent probe, PITE, based on alkyl‐substituted pyridoindole (PI) and tetraphenylethylene (TE), which exhibits facile pH‐induced fluorescence switching in solution, as nanoparticles, and in the solid state, is presented. Strong fluorescence in the solid state, as well as in solution and the aggregated state, allow sensing of toxic acid vapors. Fluorescence “off–on” switching of PITE through exposure to trifluoroacetic acid and triethylamine vapor is visualized by the naked eye. A unified picture of the switchable fluorescence of PITE is obtained by comprehensive spectroscopic investigations coupled with quantum mechanical calculations. Strong fluorescence, a large Stokes shift, high photostability, and biocompatibility of PITE make it a viable probe for subcellular imaging. Extensive fluorescence microscopic studies by employing organisms including lower and higher eukaryotes reveal specific localization of PITE to lipid droplets (LDs). LDs are dynamic subcellular organelles linked to various physiological processes and human diseases. Hence, the specific detection of LDs in diverse organisms is important to biomedical research and healthcare. Isolation of LDs and subsequent colocalization studies ascertain selective targeting of LDs by the easily affordable, lipophilic bioprobe, PITE. Thus, PITE is a promising multifunctional probe for chemosensing and the selective tracking of LDs.