Selective Fluorescence Zinc Ion Sensing and Binding Behavior of 4-Methyl-2,6-bis(((phenylmethyl)imino)methyl)phenol:  Biological Application

Abstract

Zinc ion fluorescence sensing and the binding properties of 4-methyl-2,6-bis(((phenylmethyl)imino)methyl)phenol (HL) have been investigated. It displays high selectivity for Zn2+ and can be used as zinc ion-selective luminescent probe for biological application under physiological conditions. The increase in emission in the presence of Zn2+ is accounted for by the formation of hexanuclear complex [Zn6(L)2(OH)2(CH3COO)8] characterized by X-ray crystallography. An approximately 6-fold Zn2+-selective chelation-enhanced fluorescence response in HEPES buffer (pH 7.4) is attributed due to the strong coordination of Zn(II) that would impose rigidity and hence decrease the nonradiative decay of the excited state. By incubation of cultured living cells (B16F10 mouse melanoma and A375 human melanoma) with HL, intracellular Zn2+ concentration could be monitored.

A highly selective “ON–OFF” probe for colorimetric and fluorometric sensing of Cu2+in water

“…Diformyl phenol derivatives have been widely used as uorescence chemosensors on account of their excellent luminescence properties. [64][65][66][67][68] To the best of our knowledge, limited work has been carried out in the development of diformyl phenol based probes for selective colorimetric sensing of Cu 2+ and only two examples are there that represent quenching based detection of Cu 2+ (ESI Chart 1 †). 58,69 Furthermore, involvement of tautomeric equilibrium has not been explored till date.…”

Anti-proliferative effect of Fe(III) complexed with 1-(2-hydroxy-3-methoxybenzaldehyde)-4-aminosalicylhydrazone in HepG2 cells

“…The molar ratio plot indicated that HMB-ASH can bind to Fe(III) at a molar ratio of 2:1. In addition, the apparent binding constant K, calculated by BenesiHildebrand plot (Roy et al 2007), was 3.06 9 10 7 , based on the absorbance changes at 460 nm.…”

Development of a selective fluorescent ligand for aluminum ion having a 6-chloro-pyridazine moiety

“…The saturation point of the fluorescence intensity was regarded as the binding ratio of Al(III) to CPCH. The binding constant between CPCH and Al(III) was calculated using a Benesi-Hildebrand plot, according to previous reports [11,15].…”