1. Structurally tuned benzo[h]chromene derivative as Pb2+ selective ‘turn-on’ fluorescence sensor for living cell imaging
- Author
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Subhra Kanti Mukhopadhyay, Jomon Mathew, Rik Rani Koner, Sunil Kumar, Sougata Sinha, Anindita Roy, Chayan K. Nandi, Subrata Ghosh, Sinha, Sougata, Koner, Rik Rani, Kumar, Sunil, Mathew, Jomon, Roy, Anindita, Mukhopadhyay, Subhra Kanti, Nandi, Chayan K, and Ghosh, Subrata
- Subjects
Cell imaging ,Biophysics ,Analytical chemistry ,Quantum yield ,General Chemistry ,Condensed Matter Physics ,Condensation reaction ,Photochemistry ,Biochemistry ,Fluorescence ,Atomic and Molecular Physics, and Optics ,Photoinduced electron transfer ,Ion ,Metal ,chemistry.chemical_compound ,Benzo[h]chromene ,Selective detection ,chemistry ,visual_art ,visual_art.visual_art_medium ,Selectivity ,Derivative (chemistry) ,Fluorescence chemosensor - Abstract
A benzo[h]chromene derivative, 2-amino-4-phenyl-4H-benzo[h]chromene-3-carbonitrile 1, has been utilized as ‘Turn On’ fluorescence chemosensor for the selective detection of Pb2+. The title compound 1 was synthesized in one step using a multicomponent condensation reaction (MCR), and characterized using various spectroscopic techniques. The selectivity was tested over a range of 17 different metal and non-metal ions. Compound 1 was found to be weak fluorescent (Φ1=0.06) because of photoinduced electron transfer (PET). The presence of 2 equiv of Pb2+ showed a significant increase in fluorescence quantum yield ( Φ 1 − Pb 2 + =0.132). A change in weak blue emission of 1 to a glowing green emission along with a prominent red shift (26 nm) in emission band was observed upon addition of Pb2+ to a methanolic solution of 1. The complexation of 1 with Pb2+ was proved by mass spectroscopy and NMR studies. Some of our experimental findings have been supported by theoretical studies. Compound 1 was found to be easily permeable to living cells without causing any harm and ultimately was used to detect effectively Pb2+ in living system.
- Published
- 2013
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