Highly selective fluorescent peptide-based chemosensors for aluminium ions in aqueous solution.

ABSTRACT

Two novel fluorescent peptide-based chemosensors, including A (2-amino-benzoyl-Ser-Glu-Glu-NH2) and B (2-amino-benzoyl-Ala-Glu-Pro-Glu-Ala-Glu-Pro-NH2) were synthesized and characterized by nuclear magnetic resonance (NMR) spectra. These fluorescent probes exhibited excellent selective and sensitive responses to Al3+ ions over other metal ions in aqueous buffered solutions. The limits of detection for both chemosensors towards the Al3+ ions were in the order of ∼10-7 M (A 155 nM and B 195 nM), which clearly indicates that these probes have significant potential for biological applications. They also displayed high binding affinity (1.3029 × 104 M-1 and 1.7586 × 104 M-1 relevant to A and B respectively). These two chemosensors are great analytical probes that produce turn-on responses upon binding to Al3+ ions through an intramolecular charge transfer (ICT) mechanism. In addition, the application of both chemosensors was examined over a wide range of pH. The fluorescent peptide-based probes and Al3+ form a 11 coordination complex according to the ESI-MS and Job's plot analysis. Notably, upon addition of Al3+ to these chemosensors, a fluorescence enhancement of approximately 8-fold was observed and the binding mode was determined using NMR titration and fluorescence emission data.