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Orthogonal photoswitching in a multifunctional molecular system

The wavelength-selective, reversible photocontrol over various molecular processes in parallel remains an unsolved challenge. Overlapping ultraviolet-visible spectra of frequently employed photoswitches have prevented the development of orthogonally responsive systems, analogous to those that rely o...

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Autores principales: Lerch, Michael M., Hansen, Mickel J., Velema, Willem A., Szymanski, Wiktor, Feringa, Ben L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4945879/
https://www.ncbi.nlm.nih.gov/pubmed/27401266
http://dx.doi.org/10.1038/ncomms12054
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author Lerch, Michael M.
Hansen, Mickel J.
Velema, Willem A.
Szymanski, Wiktor
Feringa, Ben L.
author_facet Lerch, Michael M.
Hansen, Mickel J.
Velema, Willem A.
Szymanski, Wiktor
Feringa, Ben L.
author_sort Lerch, Michael M.
collection PubMed
description The wavelength-selective, reversible photocontrol over various molecular processes in parallel remains an unsolved challenge. Overlapping ultraviolet-visible spectra of frequently employed photoswitches have prevented the development of orthogonally responsive systems, analogous to those that rely on wavelength-selective cleavage of photo-removable protecting groups. Here we report the orthogonal and reversible control of two distinct types of photoswitches in one solution, that is, a donor–acceptor Stenhouse adduct (DASA) and an azobenzene. The control is achieved by using three different wavelengths of irradiation and a thermal relaxation process. The reported combination tolerates a broad variety of differently substituted photoswitches. The presented system is also extended to an intramolecular combination of photoresponsive units. A model application for an intramolecular combination of switches is presented, in which the DASA component acts as a phase-transfer tag, while the azobenzene moiety independently controls the binding to α-cyclodextrin.
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spelling pubmed-49458792016-09-06 Orthogonal photoswitching in a multifunctional molecular system Lerch, Michael M. Hansen, Mickel J. Velema, Willem A. Szymanski, Wiktor Feringa, Ben L. Nat Commun Article The wavelength-selective, reversible photocontrol over various molecular processes in parallel remains an unsolved challenge. Overlapping ultraviolet-visible spectra of frequently employed photoswitches have prevented the development of orthogonally responsive systems, analogous to those that rely on wavelength-selective cleavage of photo-removable protecting groups. Here we report the orthogonal and reversible control of two distinct types of photoswitches in one solution, that is, a donor–acceptor Stenhouse adduct (DASA) and an azobenzene. The control is achieved by using three different wavelengths of irradiation and a thermal relaxation process. The reported combination tolerates a broad variety of differently substituted photoswitches. The presented system is also extended to an intramolecular combination of photoresponsive units. A model application for an intramolecular combination of switches is presented, in which the DASA component acts as a phase-transfer tag, while the azobenzene moiety independently controls the binding to α-cyclodextrin. Nature Publishing Group 2016-07-12 /pmc/articles/PMC4945879/ /pubmed/27401266 http://dx.doi.org/10.1038/ncomms12054 Text en Copyright © 2016, Nature Publishing Group, a division of Macmillan Publishers Limited. All Rights Reserved. http://creativecommons.org/licenses/by/4.0/ This work is licensed under a Creative Commons Attribution 4.0 International License. The images or other third party material in this article are included in the article's Creative Commons license, unless indicated otherwise in the credit line; if the material is not included under the Creative Commons license, users will need to obtain permission from the license holder to reproduce the material. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/
spellingShingle Article
Lerch, Michael M.
Hansen, Mickel J.
Velema, Willem A.
Szymanski, Wiktor
Feringa, Ben L.
Orthogonal photoswitching in a multifunctional molecular system
title Orthogonal photoswitching in a multifunctional molecular system
title_full Orthogonal photoswitching in a multifunctional molecular system
title_fullStr Orthogonal photoswitching in a multifunctional molecular system
title_full_unstemmed Orthogonal photoswitching in a multifunctional molecular system
title_short Orthogonal photoswitching in a multifunctional molecular system
title_sort orthogonal photoswitching in a multifunctional molecular system
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4945879/
https://www.ncbi.nlm.nih.gov/pubmed/27401266
http://dx.doi.org/10.1038/ncomms12054
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