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Self-assembled nanofibers of perylene diimide for the detection of hypochlorite in water, bio-fluids and solid-state: exogenous and endogenous bioimaging of hypochlorite in cells

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Abstract

A fluorescent probe PDI–DAMN based on perylenediimide containing diaminomaleonitrile at the bay-position was designed and synthesized for the detection of ClO. PDI–DAMN self-assembled as nanofibers with diameters in the range of 100–200 nm in H2O : CH3CN (1 : 1). The addition of ClO into PDI–DAMN resulted in the disintegration of nanofibers into flake-like aggregates of smaller size (50–80 nm) as supported by SEM and DLS data. The addition of ClO to HEPES buffer–CH3CN solution (1 : 1, v/v, pH 7.4) of PDI–DAMN caused a hypochromic effect on the ICT band at 528 nm and ‘turn-on’ fluorescence enhancement at 508/554 nm due to the oxidative cleavage of –C[double bond, length as m-dash]N– bond. A linear correlation plot between the concentration of ClOversus fluorescence intensity (R2 = 0.9968)/absorbance (R2 = 0.9988) in the concentration range 0–7 nM (fluorescence)/0–90 nM (absorbance) could determine ClO with the detection limits of 1 and 10 nM, respectively. Optical studies performed on spiked urine and blood serum samples showed good estimation and recovery of ClO (100 ± 5%). TLC-based test-strips coated with PDI–DAMN changed colour upon the addition of ClO with detection as low as 7.44 ng cm−2. The application of PDI–DAMN for the bio-imaging of both exogenous and endogenous ClO in MG-63 cells with good biocompatibility has also been demonstrated. The detailed mechanism of the interactions of ClO with PDI–DAMN using 1H NMR titration, DFT studies and response mechanism of pH are also discussed.

Graphical abstract: Self-assembled nanofibers of perylene diimide for the detection of hypochlorite in water, bio-fluids and solid-state: exogenous and endogenous bioimaging of hypochlorite in cells

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Publication details

The article was received on 03 Sep 2019, accepted on 05 Nov 2019 and first published on 06 Nov 2019


Article type: Paper
DOI: 10.1039/C9TB01902B
J. Mater. Chem. B, 2020, Advance Article

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    Self-assembled nanofibers of perylene diimide for the detection of hypochlorite in water, bio-fluids and solid-state: exogenous and endogenous bioimaging of hypochlorite in cells

    K. Kumar, S. Kaur, S. Kaur, G. Bhargava, S. Kumar and P. Singh, J. Mater. Chem. B, 2020, Advance Article , DOI: 10.1039/C9TB01902B

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