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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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

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