Fluorescence photoactivation by intermolecular proton transfer

We designed a strategy to activate fluorescence under the influence of optical stimulations based on the intermolecular transfer of protons. Specifically, the illumination of a 2-nitrobenzyl derivative at an activating wavelength is accompanied by the release of hydrogen bromide. In turn, the photog...

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Autores principales: Swaminathan, S., Petriella, M., Deniz, E., Cusido, J., Baker, J.D., Bossi, M.L., Raymo, F.M.
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_10895639_v116_n40_p9928_Swaminathan
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spelling todo:paper_10895639_v116_n40_p9928_Swaminathan2023-10-03T16:04:45Z Fluorescence photoactivation by intermolecular proton transfer Swaminathan, S. Petriella, M. Deniz, E. Cusido, J. Baker, J.D. Bossi, M.L. Raymo, F.M. 2-nitrobenzyl Excitation wavelength Hydrogen bromide Imaging applications Intermolecular transfer Liquid solution Micellar assemblies Nanometer level Operating principles Optical stimulation Photo-switchable Photoactivation Proton diffusion Proton transport Real time Spatial resolution Structural transformation Time-scales Chemical activation Polymer films Fluorescence hydrobromic acid proton article chemistry fluorescence photochemistry Fluorescence Hydrobromic Acid Photochemical Processes Protons We designed a strategy to activate fluorescence under the influence of optical stimulations based on the intermolecular transfer of protons. Specifically, the illumination of a 2-nitrobenzyl derivative at an activating wavelength is accompanied by the release of hydrogen bromide. In turn, the photogenerated acid encourages the opening of an oxazine ring embedded within a halochromic compound. This structural transformation extends the conjugation of an adjacent coumarin fluorophore and enables its absorption at an appropriate excitation wavelength. Indeed, this bimolecular system offers the opportunity to activate fluorescence in liquid solutions, within rigid matrixes and inside micellar assemblies, relying on the interplay of activating and exciting beams. Furthermore, this strategy permits the permanent imprinting of fluorescent patterns on polymer films, the monitoring of proton diffusion within such materials in real time on a millisecond time scale, and the acquisition of images with spatial resolution at the nanometer level. Thus, our operating principles for fluorescence activation can eventually lead to the development of valuable photoswitchable probes for imaging applications and versatile mechanisms for the investigation of proton transport. © 2012 American Chemical Society. Fil:Bossi, M.L. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_10895639_v116_n40_p9928_Swaminathan
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic 2-nitrobenzyl
Excitation wavelength
Hydrogen bromide
Imaging applications
Intermolecular transfer
Liquid solution
Micellar assemblies
Nanometer level
Operating principles
Optical stimulation
Photo-switchable
Photoactivation
Proton diffusion
Proton transport
Real time
Spatial resolution
Structural transformation
Time-scales
Chemical activation
Polymer films
Fluorescence
hydrobromic acid
proton
article
chemistry
fluorescence
photochemistry
Fluorescence
Hydrobromic Acid
Photochemical Processes
Protons
spellingShingle 2-nitrobenzyl
Excitation wavelength
Hydrogen bromide
Imaging applications
Intermolecular transfer
Liquid solution
Micellar assemblies
Nanometer level
Operating principles
Optical stimulation
Photo-switchable
Photoactivation
Proton diffusion
Proton transport
Real time
Spatial resolution
Structural transformation
Time-scales
Chemical activation
Polymer films
Fluorescence
hydrobromic acid
proton
article
chemistry
fluorescence
photochemistry
Fluorescence
Hydrobromic Acid
Photochemical Processes
Protons
Swaminathan, S.
Petriella, M.
Deniz, E.
Cusido, J.
Baker, J.D.
Bossi, M.L.
Raymo, F.M.
Fluorescence photoactivation by intermolecular proton transfer
topic_facet 2-nitrobenzyl
Excitation wavelength
Hydrogen bromide
Imaging applications
Intermolecular transfer
Liquid solution
Micellar assemblies
Nanometer level
Operating principles
Optical stimulation
Photo-switchable
Photoactivation
Proton diffusion
Proton transport
Real time
Spatial resolution
Structural transformation
Time-scales
Chemical activation
Polymer films
Fluorescence
hydrobromic acid
proton
article
chemistry
fluorescence
photochemistry
Fluorescence
Hydrobromic Acid
Photochemical Processes
Protons
description We designed a strategy to activate fluorescence under the influence of optical stimulations based on the intermolecular transfer of protons. Specifically, the illumination of a 2-nitrobenzyl derivative at an activating wavelength is accompanied by the release of hydrogen bromide. In turn, the photogenerated acid encourages the opening of an oxazine ring embedded within a halochromic compound. This structural transformation extends the conjugation of an adjacent coumarin fluorophore and enables its absorption at an appropriate excitation wavelength. Indeed, this bimolecular system offers the opportunity to activate fluorescence in liquid solutions, within rigid matrixes and inside micellar assemblies, relying on the interplay of activating and exciting beams. Furthermore, this strategy permits the permanent imprinting of fluorescent patterns on polymer films, the monitoring of proton diffusion within such materials in real time on a millisecond time scale, and the acquisition of images with spatial resolution at the nanometer level. Thus, our operating principles for fluorescence activation can eventually lead to the development of valuable photoswitchable probes for imaging applications and versatile mechanisms for the investigation of proton transport. © 2012 American Chemical Society.
format JOUR
author Swaminathan, S.
Petriella, M.
Deniz, E.
Cusido, J.
Baker, J.D.
Bossi, M.L.
Raymo, F.M.
author_facet Swaminathan, S.
Petriella, M.
Deniz, E.
Cusido, J.
Baker, J.D.
Bossi, M.L.
Raymo, F.M.
author_sort Swaminathan, S.
title Fluorescence photoactivation by intermolecular proton transfer
title_short Fluorescence photoactivation by intermolecular proton transfer
title_full Fluorescence photoactivation by intermolecular proton transfer
title_fullStr Fluorescence photoactivation by intermolecular proton transfer
title_full_unstemmed Fluorescence photoactivation by intermolecular proton transfer
title_sort fluorescence photoactivation by intermolecular proton transfer
url http://hdl.handle.net/20.500.12110/paper_10895639_v116_n40_p9928_Swaminathan
work_keys_str_mv AT swaminathans fluorescencephotoactivationbyintermolecularprotontransfer
AT petriellam fluorescencephotoactivationbyintermolecularprotontransfer
AT denize fluorescencephotoactivationbyintermolecularprotontransfer
AT cusidoj fluorescencephotoactivationbyintermolecularprotontransfer
AT bakerjd fluorescencephotoactivationbyintermolecularprotontransfer
AT bossiml fluorescencephotoactivationbyintermolecularprotontransfer
AT raymofm fluorescencephotoactivationbyintermolecularprotontransfer
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