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Naphthylhydrazone Based Selective and Sensitive Chemosensors for Cu2+ and Their Application in Bioimaging

Sellamuthu Anbu, Sankarasekaran Shanmugaraju, Rajendran Ravishankaran, Anjali A Karande, Partha Sarathi Mukherjee

Dalton Trans. 2012 Nov 21;41(43):13330-7.

PMID: 22996587

Abstract:

Two new hydroxynaphthyl-hydrazone based fluorogenic chemosensors R1 and R2 have been synthesized by Schiff base condensation of Tris(4-formylphenyl)amine with 1-hydroxynaphthalene-2-hydrazide and 1-hydroxynaphthalene-2-carbohydrazone, respectively. They are examined as highly selective and sensitive receptors for Cu2+ ions in aqueous medium. Electronic absorption as well as fluorescence titration studies of receptors R1 and R2 with different metal cations in H2O/CH3CN medium showed highly selective and very rapid (<2 min) binding affinity towards Cu2+ ions even in the presence of other commonly coexisting metal ions such as Na+, K+, Mg2+, Ca2+, Mn2+, Fe2+, Co2+, Ni2+, Zn2+, Cd2+ and Hg2+. Quantification of the fluorescence titration analysis indicated that these newly synthesized receptors (R1 and R2) can indicate the presence of Cu2+ ions even at very low concentrations of 598 and 676 ppt, respectively. In addition, the propensity of these receptors as bio-imaging fluorescent probes to detect Cu2+ ions in human cervical HeLa cancer cell lines and their cytotoxicity against HeLa cells have been investigated.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP119001433 Tris(4-formylphenyl)amine Tris(4-formylphenyl)amine 119001-43-3 Price
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