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I2 catalyzed access of spiro[indoline-3,4'-pyridine] appended amine dyad: New ON-OFF chemosensors for Cu2+ and imaging in living cells

Abstract

An easy access to amine appended spiro[indoline-3,4'-pyridine] ON-OFF chemosensor by one pot four-component reaction using commercially available and environmentally benign catalytic amount of molecular I2 (10 mol %) in aqueous ethanol at ambient temperature is described. The generated system can be utilized for selective detection of Cu2+ as it demonstrates a colorimetric naked eye change along with ON-OFF fluorescence response towards Cu2+ at physiological pH. The sensors exhibited high selectivity for Cu2+ over other common cations with detection limit in the range of 10-7 (M). Notably, this is the first report of a spiro[indoline-3,4'-pyridine] moiety acting as a sensor for Cu2+ via a on-off fluorescence response. Additionally, the probe system was successfully applied for imaging Cu2+ in human hepatocellular liver carcinoma cells (HepG2) and the study opened up a new avenue for molecular imaging and biomedical applications

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Publication details

The article was received on 28 Oct 2017, accepted on 30 Nov 2017 and first published on 30 Nov 2017


Article type: Paper
DOI: 10.1039/C7OB02651J
Citation: Org. Biomol. Chem., 2017, Accepted Manuscript
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    I2 catalyzed access of spiro[indoline-3,4'-pyridine] appended amine dyad: New ON-OFF chemosensors for Cu2+ and imaging in living cells

    A. Mondal, B. Naskar, S. Goswami, C. Prodhan, K. Chaudhuri and C. Mukhopadhyay, Org. Biomol. Chem., 2017, Accepted Manuscript , DOI: 10.1039/C7OB02651J

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