Solid phase synthesis of N-alkyl-bis-o-aminobenzamides for metal ion sensing based on a fluorescent dansyl platform.
In this paper, we report the synthesis on Merrifield's resin of alkyl-bis-o-aminobenzamides labeled with a fluorescent dansyl group for use in metal ion recognition. The influence of alkyl groups with different long chains (n = 1, 2, 4, 6) on the spectral fluorescence characteristics was studied. The sensing properties of the beads were evaluated by packing the resins into a flow-through cell for use in a FIA (flow injection analysis)format. Results demonstrated that for those materials with a longer alkyl chain, the fluorescence emission increased upon Li+, Na+, K+, Ca2+, and Mg2+ addition with a higher sensitivity for Mg2+. On the contrary,a fluorescence quenching was observed when Cu2+, Fe3+, or Zn2+ ions were added. The potential applicability of the sensing approach described in this paper for magnesium ions and the sensing response mechanism are outlined.
Pina-Luis
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G
Graduate Center and Research of Technological Institute of Tijuana, Tijuana, B.C. México.
Ochoa-Terán
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A
Rivero
I A
IA
D062365:Aminobenzoates / Q000138:chemical synthesis*; D001549:Benzamides / Q000138:chemical synthesis*; D003619:Dansyl Compounds / Q000737:chemistry*; D017022:Flow Injection Analysis; D005456:Fluorescent Dyes; D008670:Metals / Q000032:analysis*; D013329:Structure-Activity Relationship
D062365:Aminobenzoates; D001549:Benzamides; D003619:Dansyl Compounds; D005456:Fluorescent Dyes; D008670:Metals