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Note | Regular issue | Vol 65, No. 9, 2005, pp.2195-2201
Published online, 22nd July, 2005
DOI: 10.3987/COM-05-10471
Synthesis of New 3-Hydroxy-4(1H)-pyridinone Directly Attached to Quinoxaline and Its Fluorescence Property upon Complexation to Metal Ions

Akira Katoh,* Kenichi Ogino, and Ryota Saito

*Department of Materials and Life Science, Faculty of Science and Technology, Seikei University, Musashino-shi, Tokyo 180-8633, Japan

Abstract

A new fluorophore (3), in which the bidentate ligand, 3-hydroxy-2-methyl-4(1H)-pyridinone is directly attached to the fluorescent 2,3-dimorpholino-quinoxaline at C-6 position. The bidentate ligand (3) formed 3:1 complexes with Fe(III), Al(III), Ga(III), and Cr(III). The fluorescence was efficiently quenched by the metal complex formation via the Perrin model of static quenching, the quenching efficiency being in order of Fe(III) >> Al(III) > Ga(III) > Cr(III). The fluorescence was recoverd by removal of Fe(III) with the N-benzoyl analogue of a naturally occurring siderophore, desferrioxamine B.