Photochromism of diarylethene-functionalized 7-deazaguanosines

In a prior report we introduced a novel class of photochromic nucleosides (PCNs) that combine the structural features of adenine with the photochromic properties of diarylethenes. Herein, we translated this concept to the nucleoside guanosine, generating reversibly switching guanosine-like PCNs. The...

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Hauptverfasser: Singer, Marco (VerfasserIn) , Nierth, Alexander (VerfasserIn) , Jäschke, Andres (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 2013
In: European journal of organic chemistry
Year: 2013, Jahrgang: 2013, Heft: 14, Pages: 2766-2769
ISSN:1099-0690
DOI:10.1002/ejoc.201300261
Online-Zugang:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/ejoc.201300261
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/ejoc.201300261
Volltext
Verfasserangaben:Marco Singer, Alexander Nierth, and Andres Jäschke
Beschreibung
Zusammenfassung:In a prior report we introduced a novel class of photochromic nucleosides (PCNs) that combine the structural features of adenine with the photochromic properties of diarylethenes. Herein, we translated this concept to the nucleoside guanosine, generating reversibly switching guanosine-like PCNs. These switches consist of a 7-deazaguanosine unit and a second aryl functionality, which are linked through a cyclopentene unit. Irradiation of the open-form isomer with light at 300 nm induces a pericyclic reaction that can be reversed with visible light. In addition to optical stimulation, these switches respond to light-independent stimuli, such as the presence of acid or complexation with metal ions.
Beschreibung:First published: 15 April 2013
Gesehen am 02.02.2022
Beschreibung:Online Resource
ISSN:1099-0690
DOI:10.1002/ejoc.201300261