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Issue 32, 2018
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Dihydroindeno[1,2-b]pyrroles: new Al3+ selective off–on chemosensors for bio-imaging in living HepG2 cells

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Abstract

In this study, a new molecular organic probe has been designed and synthesized by using recyclable, inexpensive and non-toxic polyethylene glycol (PEG-400) as a promoting reaction medium in water under environmentally benevolent conditions. The probe has been explored as a potential chemosensor to detect Al3+ ions using a HEPES buffer (pH = 7.4) solution. Investigations of the fluorescence behaviour of this sensor in DMSO/H2O (2 : 8, v/v) solution displayed a dramatic switch-on response only in the presence of Al3+, while other metal ions, like Li+, Na+, K+, Ag+, Ca2+, Mg2+, Mn2+, Ba2+, Cu2+, Ni2+, Co2+, Fe2+, Zn2+, Cd2+, Hg2+, Pb2+, Sr2+, Fe3+ or Cr3+, have almost no influence on the fluorescence behaviour. Various common anions, such as ClO4, Cl, or NO3 in the form of Al3+ salts [e.g. Al(ClO4)3, AlCl3 or Al(NO3)3], had no influence on the fluorescence behaviour of the sensors. The detection limit for Al3+ is in the order of 10−6 M in DMSO/H2O (2 : 8, v/v) HEPES buffer (pH = 7.4) solution. Notably, this is the first report of a dihydroindeno[1,2-b]pyrrole moiety acting as a sensor for the selective detection of Al3+ ions through an off–on fluorescence response. The potential of the probe was also confirmed by employing it for fluorescence bio-imaging with Al3+ on HepG2 cells.

Graphical abstract: Dihydroindeno[1,2-b]pyrroles: new Al3+ selective off–on chemosensors for bio-imaging in living HepG2 cells

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Publication details

The article was received on 14 Jun 2018, accepted on 24 Jul 2018 and first published on 24 Jul 2018


Article type: Paper
DOI: 10.1039/C8OB01411F
Citation: Org. Biomol. Chem., 2018,16, 5920-5931
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    Dihydroindeno[1,2-b]pyrroles: new Al3+ selective off–on chemosensors for bio-imaging in living HepG2 cells

    K. Mal, B. Naskar, A. Mondal, S. Goswami, C. Prodhan, K. Chaudhuri and C. Mukhopadhyay, Org. Biomol. Chem., 2018, 16, 5920
    DOI: 10.1039/C8OB01411F

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