Journal of Organic Chemistry 2005-03-18

Diametrically disubstituted cyclam derivative having Hg2+-selective fluoroionophoric behaviors.

So-Youn Moon, Na Jin Youn, Sang Mi Park, Suk-Kyu Chang

Index: J. Org. Chem. 70(6) , 2394-7, (2005)

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Abstract

[reaction: see text] A new fluoroionophore has been synthesized by appending two signaling pyrenylacetamide subunits on the binding motif of 1,8-dimethylcyclam. The designed compound exhibited highly selective and sensitive fluoroionophoric behavior toward Hg(2+) ions of excimer emission in aqueous dioxane (dioxane/H(2)O = 1:9, v/v) solution with a detection limit of 1.3 x 10(-)(6) M. The "ON-OFF" type signaling behavior of the fluoroionophore is due to the metal ion induced conformational changes from folded to open-winged conformations by exploiting the two nearby appended pyrenyl fluorophores.