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4-Hydroxy-TEMPO-[d17]

General Information
Catalog: BLP-010955
CAS: 100326-46-3
Molecular Formula: C9HD17NO2
Molecular Weight: 189.35
Chemical Structure
4-Hydroxy-TEMPO-[d17]
Synonyms 4-Hydroxy-2,2,6,6-tetramethylpiperidine-d17-1-oxyl; TEMPOL-d17; 1-Piperidinyl-3,3,4,5,5-d5-oxy, 4-hydroxy-2,2,6,6-tetra(methyl-d3)- (9CI); 4-Hydroxy-TEMPO-d17
Related CAS 3637-10-3 (unlabelled)
Isomeric SMILES [2H]C1(C(C(C(N(C1(C([2H])([2H])[2H])C([2H])([2H])[2H])[O])(C([2H])([2H])[2H])C([2H])([2H])[2H])([2H])[2H])([2H])O)[2H]
Canonical SMILES CC1(CC(CC(N1[O])(C)C)O)C
InChI InChI=1S/C9H18NO2/c1-8(2)5-7(11)6-9(3,4)10(8)12/h7,11H,5-6H2,1-4H3/i1D3,2D3,3D3,4D3,5D2,6D2,7D
InChI Key UZFMOKQJFYMBGY-DEMDKEALSA-N
Melting Point 69-71°C (lit.)
Purity 95% by CP; 97% atom D

4-Hydroxy-TEMPO-[d17], a labeled nitroxide radical compound, finds widespread use in scientific research as a stable free radical. Here are key applications of 4-Hydroxy-TEMPO-[d17] presented with high perplexity and burstiness:

Electron Spin Resonance (ESR) Studies: Serving as a spin label in electron spin resonance spectroscopy, 4-Hydroxy-TEMPO-[d17] allows researchers to delve into the dynamics and structure of biological molecules. Its stable radical nature offers intricate insights into conformational changes and interactions within proteins and membranes, shedding light on the molecular dynamics that underlie biological functions.

Redox Biology: In the realm of redox biology research, 4-Hydroxy-TEMPO-[d17] plays a pivotal role in exploring oxidative stress and its impact on cellular systems. By acting as a persistent radical, it serves as a model for oxidative processes, aiding in the evaluation of the protective functions of antioxidants. Understanding redox mechanisms lays the groundwork for devising strategies to mitigate oxidative damage, which is implicated in a myriad of diseases.

Polymer Chemistry: Embraced in polymer chemistry, 4-Hydroxy-TEMPO-[d17] acts as a stable radical in controlled radical polymerization processes like nitroxide-mediated polymerization (NMP). It facilitates the synthesis of well-defined polymers with distinct architectures and properties, essential for crafting advanced materials. This approach propels the advancement of tailored polymers, tailored for applications in coatings, adhesives, and biomedical devices.

EPR Imaging in Biological Systems: Employed in electron paramagnetic resonance (EPR) imaging, 4-Hydroxy-TEMPO-[d17] enables the visualization and quantification of reactive oxygen species in biological tissues. Its use in imaging offers spatial and temporal resolution of oxidative events in vivo, contributing to the comprehension of pathophysiological states. Such insights are crucial for diagnosing and formulating treatments for diseases entwined with oxidative stress.

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