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Orthogonal photoswitching in a multifunctional molecular system.


ABSTRACT: 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 ?-cyclodextrin.

SUBMITTER: Lerch MM 

PROVIDER: S-EPMC4945879 | biostudies-other | 2016

REPOSITORIES: biostudies-other

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Orthogonal photoswitching in a multifunctional molecular system.

Lerch Michael M MM   Hansen Mickel J MJ   Velema Willem A WA   Szymanski Wiktor W   Feringa Ben L BL  

Nature communications 20160712


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-acce  ...[more]

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