A simple and dual responsive efficient new Schiff base chemoreceptor for selective sensing of F− and Hg2+: application to bioimaging in living cells and mimicking of molecular logic gates

Roy Chowdhury, Additi and Ghosh, Pritam and Roy, Biswajit Gopal and Mukhopadhyay, Subhra Kanti and Mitra, Partha and Banerjee, Priyabrata (2015) A simple and dual responsive efficient new Schiff base chemoreceptor for selective sensing of F− and Hg2+: application to bioimaging in living cells and mimicking of molecular logic gates. RSC Advances, 5 (76). pp. 62017-62023.

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Abstract

A novel colorimetric hydrazine-functionalized Schiff base chemoreceptor, NPMP, was synthesized following a simple one-step Schiff base condensation pathway. NPMP showed selective colorimetric change from faint yellow to yellowish orange in the presence of biologically ubiquitous fluoride (F−). It also showed a ‘turn off’ fluorescent response in the presence of F− that could effectively distinguish it from all anions tested except acetate. Acetate (OAc−) caused a weak response, while other anions like chloride, bromide, iodide, phosphate, hydrogen sulfate and nitrate did not have any observable effect on the NPMP receptor (E)-4-nitro-2-((2-(perfluorophenyl)hydrazono)methyl)phenol. Recognition of F− in the presence of NPMP can be explained in light of multiple H-bonding interactions, as well as acid–base interactions between host receptor and guest F−. Interestingly, NPMP also showed enormous potential as a staining agent in determining the presence of low levels of intracellular fluoride. Moreover, it was found that in NPMP⋯F− solutions, incorporation of Hg2+ showed observable optical changes, revealing that this compound is a smart material. Optical responses of NPMP can mimic a molecular logic gate (INHIBIT gate). This can be interpreted as a combination of an AND gate with a NOT function. It also represented a potential ‘Write–Read–Erase–Read’ memory function reflecting multi-writing ability.

Item Type:	Article
Subjects:	Chemistry
Depositing User:	Dr. Sarita Ghosh
Date Deposited:	06 Jul 2016 11:08
Last Modified:	06 Jul 2016 11:08
URI:	http://cmeri.csircentral.net/id/eprint/178

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