An anthraquinone-based highly selective colorimetric and fluorometric sensor for sequential detection of Cu2+ and S2- with intracellular application

J Mater Chem B. 2017 Dec 7;5(45):8957-8966. doi: 10.1039/c7tb01596h. Epub 2017 Nov 7.

Abstract

2-(1-Amino-2-anthraquinonyliminomethyl)phenol (L) was facilely prepared as a spectroscopic probe by one step condensation between 1,2-diaminoanthraquinone and salicylaldehyde. The complexation of Cu2+ ions with L through 1 : 1 chelation resulted in a rapid pink-to-blue color change and significant quenching of the fluorescence at 604 nm in 1 : 1 THF : Tris-HCl buffer. The subsequent addition of S2- to this solution regenerated the initial spectrum of L as a result of L being released from the L-Cu2+ complex through a displacement mechanism, which makes L a dual-channel sensor for the naked eye detection of Cu2+ and S2- ions. The system has high selectivity toward Cu2+ and S2- ions even in the presence of other commonly coexisting ions and the detection limits were found to be 8.95 × 10-8 M and 1.36 × 10-7 M, respectively. Applicability of L to detect Cu2+ ions and S2- ions in tap water has been demonstrated. Paper strips were fabricated for the detection of Cu2+ and S2- by the colorimetric method. Furthermore, L has been successfully applied for cell imaging studies.