Artículo

Giordano, L.; Shvadchak, V.V.; Fauerbach, J.A.; Jares-Erijman, E.A.; Jovin, T.M. "Highly solvatochromic 7-aryl-3-hydroxychromones" (2012) Journal of Physical Chemistry Letters. 3(8):1011-1016
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Abstract:

Introduction of the dialkylaminophenyl group in position 7 of 3-hydroxychromone changes the orientation of the excited-state dipole moment and leads to superior solvatochromic properties (>170 nm emission shift in aprotic media). The excited-state intramolecular proton-transfer (ESIPT) reaction of 7-aryl-3-hydroxychromones is almost completely inhibited in most solvents. Methylation of the 3-OH abolishes ESIPT completely and also leads to improved photostability. The probes exhibit a ∼100-fold increase in fluorescence intensity and large Stokes shifts upon binding to membranes, reflecting differences in membrane phase and charge by a >40 nm spread in the emission band position. © 2012 American Chemical Society.

Registro:

Documento: Artículo
Título:Highly solvatochromic 7-aryl-3-hydroxychromones
Autor:Giordano, L.; Shvadchak, V.V.; Fauerbach, J.A.; Jares-Erijman, E.A.; Jovin, T.M.
Filiación:Laboratory for Cellular Dynamics, Max Planck Institute for Biophysical Chemistry, Am Faßberg 11, Göttingen, Germany
Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires, Argentina
Palabras clave:Aprotic media; Emission bands; Emission shifts; Excited-state dipole moment; Fluorescence intensities; Intramolecular proton-transfer; Photo-stability; Solvatochromic; Solvatochromic properties; Stokes shift; Alkylation; Excited states
Año:2012
Volumen:3
Número:8
Página de inicio:1011
Página de fin:1016
DOI: http://dx.doi.org/10.1021/jz3002019
Título revista:Journal of Physical Chemistry Letters
Título revista abreviado:J. Phys. Chem. Lett.
ISSN:19487185
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_19487185_v3_n8_p1011_Giordano

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Citas:

---------- APA ----------
Giordano, L., Shvadchak, V.V., Fauerbach, J.A., Jares-Erijman, E.A. & Jovin, T.M. (2012) . Highly solvatochromic 7-aryl-3-hydroxychromones. Journal of Physical Chemistry Letters, 3(8), 1011-1016.
http://dx.doi.org/10.1021/jz3002019
---------- CHICAGO ----------
Giordano, L., Shvadchak, V.V., Fauerbach, J.A., Jares-Erijman, E.A., Jovin, T.M. "Highly solvatochromic 7-aryl-3-hydroxychromones" . Journal of Physical Chemistry Letters 3, no. 8 (2012) : 1011-1016.
http://dx.doi.org/10.1021/jz3002019
---------- MLA ----------
Giordano, L., Shvadchak, V.V., Fauerbach, J.A., Jares-Erijman, E.A., Jovin, T.M. "Highly solvatochromic 7-aryl-3-hydroxychromones" . Journal of Physical Chemistry Letters, vol. 3, no. 8, 2012, pp. 1011-1016.
http://dx.doi.org/10.1021/jz3002019
---------- VANCOUVER ----------
Giordano, L., Shvadchak, V.V., Fauerbach, J.A., Jares-Erijman, E.A., Jovin, T.M. Highly solvatochromic 7-aryl-3-hydroxychromones. J. Phys. Chem. Lett. 2012;3(8):1011-1016.
http://dx.doi.org/10.1021/jz3002019