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A new use for an old molecule: N-phenyl-2-(2-hydroxynaphthalen-1-ylmethylene)hydrazinecarbothioamide as a ratiometric `Off-On' fluorescent probe for iron

Biomedical Sciences Research Institute Computer Science Research Institute Environmental Sciences Research Institute Nanotechnology & Advanced Materials Research Institute

Casanueva Marenco, Maria Jose, Fowley, Colin, Hyland, Barry W., Hamilton, Graham R. C., Galindo-Riano, Dolores and Callan, John F. (2012) A new use for an old molecule: N-phenyl-2-(2-hydroxynaphthalen-1-ylmethylene)hydrazinecarbothioamide as a ratiometric `Off-On' fluorescent probe for iron. TETRAHEDRON LETTERS, 53 (6). pp. 670-673. [Journal article]

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DOI: 10.1016/j.tetlet.2011.11.126

Abstract

N-Phenyl-2-(2-hydroxynaphthalen-1-ylmethylene)hydrazinecarbothioamide has been investigated as a fluorescent sensor for the determination of Fe(III) in aqueous solutions. The probe was prepared by the facile Schiff base condensation of 2-hydroxy-1-napthaldehyde with N-phenylhydrazinecarbothioamide. The sensor displayed good selectivity for Fe(III) when tested against a range of biologically and environmentally important cations. A concentration dependent increase in the emission of two fluorescent bands at 425 and 495 nm was observed upon increasing Fe(III) addition resulting in a linear ratiometric response in the 17-37 mu M range. The binding stoichiometry was confirmed as 1:1 (host/guest) with the binding constant (log beta) calculated as 4.56. (C) 2011 Elsevier Ltd. All rights reserved.

Item Type:Journal article
Keywords:Fluorescence; Sensor; Iron(III); Ratiometric
Faculties and Schools:Faculty of Life and Health Sciences
Faculty of Life and Health Sciences > School of Pharmacy and Pharmaceutical Science
Research Institutes and Groups:Biomedical Sciences Research Institute
Biomedical Sciences Research Institute > Pharmaceutical Science and Practice
ID Code:22571
Deposited By:Professor John Callan
Deposited On:11 Jun 2012 14:50
Last Modified:19 Nov 2012 14:58

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