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dc.contributor.authorWegener, Michael
dc.contributor.authorHansen, Mickel J
dc.contributor.authorDriessen, Arnold J M
dc.contributor.authorSzymanski, Wiktor
dc.contributor.authorFeringa, Ben L
dc.date.accessioned2018-10-30T14:38:17Z
dc.date.available2018-10-30T14:38:17Z
dc.date.issued2017-12-13
dc.identifier.issn1520-5126
dc.identifier.pmid29136373
dc.identifier.doi10.1021/jacs.7b09281
dc.identifier.urihttp://hdl.handle.net/10033/621525
dc.description.abstractThe field of photopharmacology aims to introduce smart drugs that, through the incorporation of molecular photoswitches, allow for the remote spatial and temporal control of bioactivity by light. This concept could be particularly beneficial in the treatment of bacterial infections, by reducing the systemic and environmental side effects of antibiotics. A major concern in the realization of such light-responsive drugs is the wavelength of the light that is applied. Studies on the photocontrol of biologically active agents mostly rely on UV light, which is cytotoxic and poorly suited for tissue penetration. In our efforts to develop photoswitchable antibiotics, we introduce here antibacterial agents whose activity can be controlled by visible light, while getting into the therapeutic window. For that purpose, a UV-light-responsive core structure based on diaminopyrimidines with suitable antibacterial properties was identified. Subsequent modification of an azobenzene photoswitch moiety led to structures that allowed us to control their activity against Escherichia coli in both directions with light in the visible region. For the first time, full in situ photocontrol of antibacterial activity in the presence of bacteria was attained with green and violet light. Most remarkably, one of the diaminopyrimidines revealed an at least 8-fold difference in activity before and after irradiation with red light at 652 nm, showcasing the effective "activation" of a biological agent otherwise inactive within the investigated concentration range, and doing so with red light in the therapeutic window.en_US
dc.rightsAttribution-NonCommercial-ShareAlike 3.0 United States*
dc.rights.urihttp://creativecommons.org/licenses/by-nc-sa/3.0/us/*
dc.titlePhotocontrol of Antibacterial Activity: Shifting from UV to Red Light Activation.en_US
dc.typeArticleen_US
dc.contributor.departmentHZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.en_US
refterms.dateFOA2018-10-30T14:38:17Z
dc.source.journaltitleJournal of the American Chemical Society


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Attribution-NonCommercial-ShareAlike 3.0 United States
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