11 February 2011 Near infrared dipyrrin-based fluorogenic chelators for metal ions
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We present a new family of dipyrrins, whose spectral properties are tunable over the visible/near infrared range by way of annealing the pyrrolic residues with external aromatic fragments. Complexes of the π-extended with many metal ions were found to be highly fluorescent, and their fluorescence is modulated depending on the mode of the metal coordination. Structural and spectroscopic data were consolidated on the basis of the Kasha's exciton coupling theory, suggesting rational pathways to practically useful fluorogenic dipyrrin-based ligands. Water-soluble dendritic π- extended dipyrrin BDP-1 was prepared and evaluated as a fluorescent sensor for Zn2+. BDP-1 shows micromolar binding affinity for Zn2+ and high selectivity compared to Ca2+, Mg2+ and many other metal ions.
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Sujatha Thyagarajan, Sujatha Thyagarajan, Brahma Ghosh, Brahma Ghosh, Mikhail A. Filatov, Mikhail A. Filatov, Anna V. Moore, Anna V. Moore, Andrei V. Cheprakov, Andrei V. Cheprakov, Sergei A. Vinogradov, Sergei A. Vinogradov, } "Near infrared dipyrrin-based fluorogenic chelators for metal ions", Proc. SPIE 7910, Reporters, Markers, Dyes, Nanoparticles, and Molecular Probes for Biomedical Applications III, 79100Z (11 February 2011); doi: 10.1117/12.873654; https://doi.org/10.1117/12.873654

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