PL EN


Preferences help
enabled [disable] Abstract
Number of results
2013 | 1 | 39-55
Article title

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

Content
Title variants
Languages of publication
EN
Abstracts
EN
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.
Publisher
Year
Volume
1
Pages
39-55
Physical description
Dates
online
05 - 11 - 2013
received
15 - 6 - 2013
accepted
17 - 7 - 2013
References
  • [1] J. Zhang, R. E. Campbell, A. Y. Ting, R. Y. Tsien, NatRev Mol Cell Biol, 3, 906-918 (2002)
  • [2] H. M. Kim, B. R. Cho, Accounts Chem. Res., 42, 863-872 (2009)
  • [3] E. W. Miller, S. X. Bian, C. J. Chang, J. Am. Chem.Soc., 129, 3458-3459 (2007)
  • [4] A. P. Demchenko, Y. Mély, G. Duportail, A. S. Klymchenko,Biophys J., 96, 3461-3470 (2009)
  • [5] P. J. Santangelo, B. Nix, A. Tsourkas, G. Bao, Nucl.Acids Res., 32, e57 (2004)
  • [6] J. A. N. Fisher et al., J. Neurophysiol., 99, 1545-1553(2008)
  • [7] W. He, H. Wang, L. C. Hartmann, J.-X. Cheng, P. S.Low, P. Natl. Acad. Sci., 104, 11760-11765 (2007)
  • [8] R. Tsien, Annu. Rev. Biochem., 67, 509-544 (1998)
  • [9] M. Heilemann, S. van de Linde, M. Schüttpelz, R.Kasper, B. Seefeldt, A. Mukherjee, P. Tinnefeld, M.Sauer, Angew. Chem. Int. Ed, 47, 6172-6176 (2008)
  • [10] S. Trapp, R. Horobin, Eur. Biophys. J., 34, 959-966(2005)
  • [11] R. Horobin, S. Trapp, V. Weissig, J. Control. Release,121, 125-136 (2007) and ref. therein.
  • [12] A. Leo, C. Hansch, D. Elkins, Chem. Rev., 71, 525-616(1971)
  • [13] S. Versari, A. M. Villa, A. Villa, S. M. Doglia, G. A.Pagani, S. Bradamante, J. Biomed. Opt., 11, 034014-4 (2006)
  • [14] A. Abbotto, L. Beverina, R. Bozio, A. Facchetti, C.Ferrante, G. Pagani, D. Pedron, R. Signorini, Org.Lett, 4, 1495-1498 (2002)
  • [15] V. Lebret et al., Chem. Mater., 20, 2174-2183 (2008)
  • [16] Y. Suzuki, Y. Tenma, Y. Nishioka, K. Kamada, K. Ohta,J. Kawamata, J. Phys. Chem. C, 115, 20653-20661(2011)
  • [17] X. Liu et al. Org. Biomol. Chem., 9, 3615 (2011)
  • [18] A. Baran, A. Plotniece, A. Sobolev, B. Vigante, M.Gosteva, V. Olkhovik, Chem. Heterocyc. Compd., 48,287-295 (2012)
  • [19] A. Abbotto, L. Beverina, G. A. Pagani, M. Collini, G.Chirico, L. D’Alfonso, G. Baldini, SPIE Proc., 5139,223-230 (2003)
  • [20] X. J. F. Po et al., Org. Lett., 12, 2194-2197 (2010)
  • [21] J. R. Lakowicz, Principles of fluorescence spectroscopy,3nd ed., (2008)
Document Type
Publication order reference
YADDA identifier
bwmeta1.element.-psjd-doi-10_2478_oph-2013-0005
Identifiers
JavaScript is turned off in your web browser. Turn it on to take full advantage of this site, then refresh the page.