The drawbacks of nonactin, the current commercial standard receptor for ammonium ion necessitate the development of new ammonium ionophores. We have designed and attempted to synthesize fluoroionophores, I- III. Molecular modeling of I suggests superior selectivity over that of nonactin. III was synthesized as a selective ionophore for optical detection of ammonium ion. The synthetic strategies for III are two-fold: solid phase and solution phase. Solution phase synthesis was performed with two different protecting groups (t-butyl ester and benzyl ester). A methyl-amino substituted anthracene molecule will be covalently coupled to the secondary amine group to provide an optical signaling moiety that operates on the basis of an“off-on" fluorescence emission mechanism. Compound IV was also synthesized in order to provide a sample reaction for the covalent coupling of the chromophore and to provide a fast route to an ammonium fluoroionophore.
Worcester Polytechnic Institute
Chemistry & Biochemistry
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Yavuz, Mustafa Selman, "Synthesis of an Ammonium Ion-selective Fluoroionophore" (2003). Masters Theses (All Theses, All Years). 772.
sensor, synthesis, bicyclic, fluoroionophore, nonactin, ion-selective, ammonium, Ionophores, Ammonium ions