A new ditopic ratiometric receptor for detecting zinc and fluoride ions in living cells

Abstract

The synthesis, characterization and ion binding properties of a new ditopic ratiometric receptor (1), based on 2-(4,5-dihydro-1H-imidazol-2-yl)phenol and crown ether moieties, have been described. The ditopic ratiometric receptor has been studied in sensing both F(-) and Zn(2+) ions, exhibiting different fluorescent colour changes from cyan green to blue/black observable by the naked eye under UV-light. The addition of Zn(2+) to the solution of 1 induced the formation of a 2 : 2 ligand-metal complex 1-Zn(2+), which displays a remarkable blue shift of the emission maxima of 1 from 455 nm to 400 nm due to the inhibition of excited-state intramolecular proton transfer (ESIPT) mechanism. The sensing processes were monitored by fluorescence/absorption titrations, and further confirmed by Job's plot and (1)H NMR titrations. The crystal structure of 1-Zn(2+) reveals that 1 binds Zn(2+) in four-coordinated modes. Furthermore, 1 is cell permeable and may be applied to detect trace Zn(2+) and F(-) during the development of a living organism.

Highly selective detection of Hg2+ and MeHgI by di-pyridin-2-yl-[4-(2-pyridin-4-yl-vinyl)-phenyl]-amine and its zinc coordination polymer

“…Various pyridine--conjugated derivatives have proved to be highly selective and sensitive as chemosensors for transition metal ions. [47][48][49][50][51][52][53][54] Very recently, we have been interested in the syntheses and structures of metal coordination polymers and their detection of toxic compounds. [55][56][57] For this purpose we designed di-pyridin-2-yl-[4-(2-pyridin-4-yl-vinyl)-phenyl]-amine (ppvppa) with one extended -conjugated core.…”

A functional applied material on recognition of metal ion zinc based on the double azine compound

“…Moreover, the unregulated zinc level in the body may lead to a number of severe neurological diseases (e.g. Alzheimer's disease and epilepsy) 8, 9, 10, 11. Thus, the detection and recognition for the metal ion zinc are necessary, and we need various convenient methods or chemical molecules to realize it.…”

A simple pincer-type chemosensor for reversible fluorescence turn-on detection of zinc ion at physiological pH range

“…For example, despite the fact that zinc has significant roles in catalytic centers and serves as structural cofactor of many Zn 2+ -containing enzymes and DNA-binding proteins, [12][13][14][15][16][17] an unregulated zinc level in the body may lead to a number of severe neurological diseases (e.g. [18][19][20][21][22][23][24][25][26][27][28] Therefore, considerable effort has been devoted to the development of efficient and selective methods to detect Zn 2+ . [18][19][20][21][22][23][24][25][26][27][28] Therefore, considerable effort has been devoted to the development of efficient and selective methods to detect Zn 2+ .…”