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“Turn-on” fluorescent chemosensor for zinc(ii) dipodal ratiometric receptor: application in live cell imaging

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Abstract

A dipodal ligand 2,2′-((ethane-1,2-diylbis(azanediyl))bis(ethane-1,1-diyl))diphenol was synthesized through a condensation reaction and was characterized with IR, 1H NMR, 13C-NMR, and mass spectroscopy. The receptor 2 has shown marked enhancement in fluorescence intensity (emission signal at 341 nm) on binding with Zn2+ as compared to other surveyed metal ions. The sensor has shown dramatic changes in dual channel fluorescence emission with λmax at 300 and 341 nm. The successive addition of Zn2+ to the solution of the sensor led to a blue shift of the peak maxima and interestingly upon addition of higher equivalents of Zn2+ quenched the fluorescence intensity of the sensor, and ultimately the original fluorescent profile of sensor was restored. The structures of 2 and 3 were optimized with B3LYP/LanL2DZ basis sets. The receptor 2 successfully detect the Zn2+ ion in HeLa cells cultured in Zn2+ enriched medium.

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Authors and Affiliations

  1. School of Chemical Sciences, North Maharashtra University, Jalgaon, 425001 MS, India

    Kundan Tayade, Vikas Gite & Anil Kuwar

  2. School of Environmental and Earth Sciences, North Maharashtra University, Jalgaon, 425001, MS, India

    Kundan Tayade & Sanjay Attarde

  3. Molecular Biology and Human Genetics Laboratory, Department of Zoology, The University of Burdwan, Burdwan, West Bengal, India

    Banashree Bondhopadhyay & Anupam Basu

  4. Department of Chemistry, Indian Institute of Chemistry, Ropar, Rupnagar, Punjab, India

    Hemant Sharma & Narinder Singh

Authors
  1. Kundan Tayade
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  2. Banashree Bondhopadhyay
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  3. Hemant Sharma
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  4. Anupam Basu
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  5. Vikas Gite
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  6. Sanjay Attarde
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  7. Narinder Singh
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  8. Anil Kuwar
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Corresponding authors

Correspondence to Narinder Singh or Anil Kuwar.

Additional information

Electronic supplementary information (ESI) available. See DOI: 10.1039/c4pp00034j

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Tayade, K., Bondhopadhyay, B., Sharma, H. et al. “Turn-on” fluorescent chemosensor for zinc(ii) dipodal ratiometric receptor: application in live cell imaging. Photochem Photobiol Sci 13, 1052–1057 (2014). https://doi.org/10.1039/c4pp00034j

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  • DOI: https://doi.org/10.1039/c4pp00034j

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