Jump to main content
Jump to site search


A viscochromic, mechanochromic, unsymmetrical azine for selective detection of Al3+ and Cu2+ ions and its mitotracking studies

Abstract

A hydrazone obtained by the reaction of 2-hydroxynaphthaldehyde with hydrazine hydrate, was allowed to react further with 4-diethylamino-2-hdroxybenzaldehyde and provided an unsymmetrical azine derivative (NDEA). The azine has been characterized using spectroscopic techniques and single crystal X-ray crystallography. It selectively detects Al3+ and Cu2+ ions in aqueous methanol (DMSO : H2O : MeOH = 0.1 : 1.9 : 8.0, v/v, HEPES buffer, pH 7.4) and exhibits naked eye visible color changes from greenish yellow to bright yellow and brown on the addition of Al3+ and Cu2+ ions respectively with concomitant changes in their absorption spectra. The corresponding solutions containing Al3+ and Cu2+ ions also display changes in their emission spectra via “TURN ON” and “TURN OFF” pathways with a detection limit of 1.65 × 10-7 M and 1.52 × 10-7 M respectively. NDEA works as a reversible probe towards Al3+ ions and Cu2+ ions by the addition of F- ions and EDTA2- ions respectively. The complexes of NDEA, separately with Al3+ and Cu2+ ions, have been optimized by DFT (density functional theory). It also exhibits viscochromic and mechanochromic properties. Most importantly, NDEA significantly detects these ions in rat C6 glioma cell lines and display good cell permeability. It also co-localizes with the commercially available Mitotracker Red and exhibits an unique application in live cell mitochondrial tracker. Practically, NDEA detects Al3+ and Cu2+ ions in real water samples and blood serum with a high accuracy.

Back to tab navigation

Publication details

The article was received on 19 Dec 2018, accepted on 27 Mar 2019 and first published on 27 Mar 2019


Article type: Paper
DOI: 10.1039/C8NJ06413J
Citation: New J. Chem., 2019, Accepted Manuscript

  •   Request permissions

    A viscochromic, mechanochromic, unsymmetrical azine for selective detection of Al3+ and Cu2+ ions and its mitotracking studies

    L. -. Mishra, R. Yadav, A. Rai, A. K. Sonkar, V. Rai and S. C. Gupta, New J. Chem., 2019, Accepted Manuscript , DOI: 10.1039/C8NJ06413J

Search articles by author

Spotlight

Advertisements