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Organic Photonics and Photovoltaics

Editor-in-Chief: Facchetti, Antonio

Ed. by Ponomarenko, Sergei

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Bis-pyridinium quadrupolar derivatives. High Stokes shift selective probes for bio-imaging

Patrizio Salice
  • Department of Materials Science and INSTM, University of Milano-Bicocca, Via Cozzi 53, I-20125,Milano, Italy
/ Silvia Versari
  • CNR-ISTM, Institute of Molecular Science and Technology, via Golgi 19, I-20133 Milan, Italy
/ Silvia Bradamante
  • CNR-ISTM, Institute of Molecular Science and Technology, via Golgi 19, I-20133 Milan, Italy
/ Francesco Meinardi
  • Department of Materials Science and INSTM, University of Milano-Bicocca, Via Cozzi 53, I-20125,Milano, Italy
/ Giorgio Macchi
  • Department of Materials Science and INSTM, University of Milano-Bicocca, Via Cozzi 53, I-20125,Milano, Italy
/ Giorgio A. Pagani
  • Department of Materials Science and INSTM, University of Milano-Bicocca, Via Cozzi 53, I-20125,Milano, Italy
  • Email:
/ Luca Beverina
  • Department of Materials Science and INSTM, University of Milano-Bicocca, Via Cozzi 53, I-20125,Milano, Italy
  • Email:
Published Online: 2013-11-05 | DOI: https://doi.org/10.2478/oph-2013-0005

Abstract

We describe the design, synthesis and characterization of five high Stokes shift quadrupolar heteroaryl compounds suitable as fluorescent probes in bio-imaging. In particular, we characterize the photophysical properties and the intracellular localization in Human Umbilical Vein Endothelial Cells (HUVEC) and Human Mesenchymal Stem Cells (HMSCs) for each dye. We show that, amongst all of the investigated derivatives, the 2,5-bis[1-(4-N-methylpyridinium)ethen-2-yl)]- N-methylpyrrole salt is the best candidates as selective mitochondrial tracker. Finally, we recorded the full emission spectrum of the most performing - exclusively mitochondrial selective - fluorescent probe directly from HUVEC stained cells. The emission spectrum collected from the stained mitochondria shows a remarkably more pronounced vibronic structure with respect to the emission of the free fluorophore in solution.

Keywords: fluorescent probes; imaging; mitochondria; heterocycles; high Stokes Shift

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About the article


Received: 2013-06-15

Accepted: 2013-07-17

Published Online: 2013-11-05



Citation Information: Organic Photonics and Photovoltaics, ISSN (Online) 2299-3177, DOI: https://doi.org/10.2478/oph-2013-0005. Export Citation

©2013 Versita Sp. z o.o.. This content is open access.

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