Near-infrared dipyrrin-based fluorogenic chelators for metal ions

Sujatha Thyagarajan; Brahma Ghosh; Mikhail A. Filatov; Anna V. Moore; Andrei V. Cheprakov; Sergei A. Vinogradov

doi:10.1117/12.873654

11 February 2011 Near infrared dipyrrin-based fluorogenic chelators for metal ions

Sujatha Thyagarajan, Brahma Ghosh, Mikhail A. Filatov, Anna V. Moore, Andrei V. Cheprakov, Sergei A. Vinogradov

Proceedings Volume 7910, Reporters, Markers, Dyes, Nanoparticles, and Molecular Probes for Biomedical Applications III; 79100Z (2011) https://doi.org/10.1117/12.873654
Event: SPIE BiOS, 2011, San Francisco, California, United States

Abstract

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.

Citation Download Citation

Sujatha Thyagarajan, Brahma Ghosh, Mikhail A. Filatov, Anna V. Moore, Andrei V. Cheprakov, and 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); https://doi.org/10.1117/12.873654

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