Show simple item record

dc.contributor.authorSowinski, Mateusz
dc.contributor.authorGahlawat, Sahil
dc.contributor.authorLund, Bjarte Aarmo
dc.contributor.authorWarnke, Anna-Luisa
dc.contributor.authorHopmann, Kathrin Helen
dc.contributor.authorLovett, Janet E.
dc.contributor.authorHaugland, Marius Myreng
dc.date.accessioned2023-07-13T09:14:33Z
dc.date.available2023-07-13T09:14:33Z
dc.date.issued2023-06-05
dc.description.abstractNitroxides are widely used as probes and polarization transfer agents in spectroscopy and imaging. These applications require high stability towards reducing biological environments, as well as beneficial relaxation properties. While the latter is provided by spirocyclic groups on the nitroxide scaffold, such systems are not in themselves robust under reducing conditions. In this work, we introduce a strategy for stability enhancement through conformational tuning, where incorporating additional substituents on the nitroxide ring effects a shift towards highly stable closed spirocyclic conformations, as indicated by X-ray crystallography and density functional theory (DFT) calculations. Closed spirocyclohexyl nitroxides exhibit dramatically improved stability towards reduction by ascorbate, while maintaining long relaxation times in electron paramagnetic resonance (EPR) spectroscopy. These findings have important implications for the future design of new nitroxide-based spin labels and imaging agents.en_US
dc.identifier.citationSowinski, Gahlawat, Lund, Warnke, Hopmann, Lovett, Haugland. Conformational tuning improves the stability of spirocyclic nitroxides with long paramagnetic relaxation times. Communications chemistry. 2023;6en_US
dc.identifier.cristinIDFRIDAID 2157824
dc.identifier.doi10.1038/s42004-023-00912-7
dc.identifier.issn2399-3669
dc.identifier.urihttps://hdl.handle.net/10037/29641
dc.language.isoengen_US
dc.publisherSpringer Natureen_US
dc.relation.journalCommunications chemistry
dc.rights.accessRightsopenAccessen_US
dc.rights.holderCopyright 2023 The Author(s)en_US
dc.rights.urihttps://creativecommons.org/licenses/by/4.0en_US
dc.rightsAttribution 4.0 International (CC BY 4.0)en_US
dc.titleConformational tuning improves the stability of spirocyclic nitroxides with long paramagnetic relaxation timesen_US
dc.type.versionpublishedVersionen_US
dc.typeJournal articleen_US
dc.typeTidsskriftartikkelen_US
dc.typePeer revieweden_US


File(s) in this item

Thumbnail

This item appears in the following collection(s)

Show simple item record

Attribution 4.0 International (CC BY 4.0)
Except where otherwise noted, this item's license is described as Attribution 4.0 International (CC BY 4.0)