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Molecules 2010, 15(3), 1798-1810; doi:10.3390/molecules15031798
Article

Synthesis of a Novel Fluorescent Sensor Bearing Dansyl Fluorophores for the Highly Selective Detection of Mercury (II) Ions

1,* , 1
,
2
 and
2
1 Department of Chemistry, Faculty of Science, Silpakorn University, Nakorn Pathom 73000, Thailand 2 Department of Chemistry and Center for Innovation in Chemistry, Faculty of Science, Chiang Mai University, Chiang Mai 50200, Thailand
* Author to whom correspondence should be addressed.
Received: 1 February 2010 / Revised: 22 February 2010 / Accepted: 8 March 2010 / Published: 12 March 2010
(This article belongs to the Special Issue Macromolecules: Chemistry, Medicinal and Functional Materials)
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Abstract

A new macromolecule possessing two dansyl moieties and based on 2-[4-(2-aminoethylthio)butylthio]ethanamine was prepared as a fluorescent sensor and its mercury sensing properties toward various transition metal, alkali, and alkali earth ions were investigated. The designed compound exhibited pronounced Hg2+-selective ON-OFF type fluorescence switching upon binding. The new compoundprovided highly selective sensing to Hg2+ in acetonitrile-water solvent mixtures with a detection limit of 2.49 x 10-7 M or 50 ppb. The molecular modeling results indicated that ions-recognition of the sensor originated from a self assembly process of the reagentand Hg2+ to form a helical wrapping structure with the favorable electrostatic interactions of Hg2+coordinated with sulfur, oxygen, nitrogen atoms and aromatic moieties.
Keywords: mercury sensor; fluoroionophore; Hg2+-selectivity; fluorescent sensor mercury sensor; fluoroionophore; Hg2+-selectivity; fluorescent sensor
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Wanichacheva, N.; Watpathomsub, S.; Lee, V.S.; Grudpan, K. Synthesis of a Novel Fluorescent Sensor Bearing Dansyl Fluorophores for the Highly Selective Detection of Mercury (II) Ions. Molecules 2010, 15, 1798-1810.

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