4.6 Article

An efficient vanillinyl Schiff base as a turn on fluorescent probe for zinc(II) and cell imaging

Journal

RSC ADVANCES
Volume 5, Issue 61, Pages 48997-49005

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ra06193h

Keywords

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Funding

  1. West Bengal Department of Science & Technology, Kolkata, India [228/1(10)/(Sanc.)/ST/P/ST/9G-16/2012]
  2. Council of Scientific and Industrial Research (CSIR), New Delhi, India [01(2731)/13/EMR-II]
  3. University Grants Commission, New Delhi, India

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6,6-'((1Z, 1'Z)-(((Ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(azanylylidene))bis(methanyl ylidene))bis(3-methoxyphenol), a vanillinyl Schiff base, shows unprecedented fluorescent zinc sensing properties and has been examined for zinc bioimaging. Zinc induced turn-on fluorescence enhancement is observed at 472 nm and steady state photophysical studies establish the metal promoted deprotonation and chelation enhancement of emission. Formation of the 1 : 1 metal-to-ligand complex has been ascertained by H-1 NMR, mass spectral analysis and Job's plot. Limit of detection (LOD) is the lowest, 0.018 mu M in the family of fluorogenic Zn2+-sensors. Apart from this, theoretical interpretation of the experimental outcome has also been obtained by applying density functional theory (DFT) to the ligand and the complex. The practical applicability of the ligand has been examined in living cells (African Monkey Vero Cells). MTT assay proves the no toxicity of probe upto 300 mu g ml(-1).

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