2‐Butyl‐2‐tert‐butyl‐5,5‐diethylpyrrolidine‐1‐oxyls: Synthesis and properties

Irina F. Zhurko, Sergey Dobrynin, Artem A. Gorodetskii, Yuri I. Glazachev, Tatyana V. Rybalova, Elena I. Chernyak, Nargiz Asanbaeva, Elena G. Bagryanskaya, Igor A. Kirilyuk

Результат исследования: Научные публикации в периодических изданияхстатья

1 Цитирования (Scopus)

Аннотация

Nitroxides are broadly used as molecular probes and labels in biophysics, structural biology, and biomedical research. Resistance of a nitroxide group bearing an unpaired electron to chemical reduction with low-molecular-weight antioxidants and enzymatic systems is of critical importance for these applications. The redox properties of nitroxides are known to depend on the ring size (for cyclic nitroxides) and electronic and steric effects of the substituents. Here, two highly strained nitroxides, 5-(tert-butyl)-5-butyl-2,2-diethyl-3-hydroxypyrrolidin-1-oxyl (4) and 2-(tert-butyl)-2-butyl-5,5-diethyl-3,4-bis(hydroxymethyl)pyrrolidin-1-oxyl (5), were prepared via a reaction of the corresponding 2-tert-butyl-1-pyrroline 1-oxides with butyllithium. Thermal stability and kinetics of reduction of the new nitroxides by ascorbic acid were studied. Nitroxide 5 showed the highest resistance to reduction.

Язык оригиналаанглийский
Номер статьи845
Число страниц17
ЖурналMolecules
Том25
Номер выпуска4
DOI
СостояниеОпубликовано - 14 фев 2020

Fingerprint Подробные сведения о темах исследования «2‐Butyl‐2‐tert‐butyl‐5,5‐diethylpyrrolidine‐1‐oxyls: Synthesis and properties». Вместе они формируют уникальный семантический отпечаток (fingerprint).

  • Цитировать

    Zhurko, I. F., Dobrynin, S., Gorodetskii, A. A., Glazachev, Y. I., Rybalova, T. V., Chernyak, E. I., Asanbaeva, N., Bagryanskaya, E. G., & Kirilyuk, I. A. (2020). 2‐Butyl‐2‐tert‐butyl‐5,5‐diethylpyrrolidine‐1‐oxyls: Synthesis and properties. Molecules, 25(4), [845]. https://doi.org/10.3390/molecules25040845