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Proceedings Article

Near infrared dipyrrin-based fluorogenic chelators for metal ions

[+] Author Affiliations
Sujatha Thyagarajan, Sergei A. Vinogradov

Univ. of Pennsylvania (USA)

Brahma Ghosh, Anna V. Moore

Massachusetts General Hospital (USA)

Mikhail A. Filatov, Andrei V. Cheprakov

Lomonosov Moscow State Univ. (Russian Federation)

Proc. SPIE 7910, Reporters, Markers, Dyes, Nanoparticles, and Molecular Probes for Biomedical Applications III, 79100Z (February 11, 2011); doi:10.1117/12.873654
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From Conference Volume 7910

  • Reporters, Markers, Dyes, Nanoparticles, and Molecular Probes for Biomedical Applications III
  • Samuel Achilefu; Ramesh Raghavachari
  • San Francisco, California, USA | January 22, 2011

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.

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Citation

Sujatha Thyagarajan ; Brahma Ghosh ; Mikhail A. Filatov ; Anna V. Moore ; Andrei V. Cheprakov, et al.
"Near infrared dipyrrin-based fluorogenic chelators for metal ions", Proc. SPIE 7910, Reporters, Markers, Dyes, Nanoparticles, and Molecular Probes for Biomedical Applications III, 79100Z (February 11, 2011); doi:10.1117/12.873654; http://dx.doi.org/10.1117/12.873654


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