ArticleCommunications chemistry2023
Conformational tuning improves the stability of spirocyclic nitroxides with long paramagnetic relaxation times.
Article in Communications chemistry, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
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Who cites it
5 citing papers in PubMed.
- Sigmatropic rearrangement enables access to a highly stable spirocyclic nitroxide for protein spin labelling.Chemical communications (Cambridge, England) · 2025Article
- Towards Metabolic Organic Radical Contrast Agents (mORCAs) for Magnetic Resonance Imaging.Molecules (Basel, Switzerland) · 2025Article
- Contrast Agents Based on Human Serum Albumin and Nitroxides forInternational journal of molecular sciences · 2024Article
- Synthesis and Properties of (1International journal of molecular sciences · 2023Article
- Conformational tuning improves the stability of spirocyclic nitroxides with long paramagnetic relaxation times.Communications chemistry · 2023Article
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Authors and funding
7 authors.
Funding
Abstract
Nitroxides 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.
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Registered trials
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