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(1(),5(),7(),8())-1,8-双(羟甲基)-6-氮杂双环[4.1.4.2]十三烷-6-氧代的合成与性质:具有高自旋弛豫时间的抗还原型自旋标记物。

Synthesis and Properties of (1(),5(),7(),8())-1,8-Bis(hydroxymethyl)-6-azadispiro[4.1.4.2]tridecane-6-oxyl: Reduction-Resistant Spin Labels with High Spin Relaxation Times.

机构信息

N.N. Vorozhtsov Institute of Organic Chemistry SB RAS, Academician Lavrentiev Ave. 9, 630090 Novosibirsk, Russia.

Department of Physics, Novosibirsk State University, Pirogova Str. 1, 630090 Novosibirsk, Russia.

出版信息

Int J Mol Sci. 2023 Jul 15;24(14):11498. doi: 10.3390/ijms241411498.

DOI:10.3390/ijms241411498
PMID:37511257
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10380268/
Abstract

Site-directed spin labeling followed by investigation using Electron Paramagnetic Resonance spectroscopy is a rapidly expanding powerful biophysical technique to study structure, local dynamics and functions of biomolecules using pulsed EPR techniques and nitroxides are the most widely used spin labels. Modern trends of this method include measurements directly inside a living cell, as well as measurements without deep freezing (below 70 K), which provide information that is more consistent with the behavior of the molecules under study in natural conditions. Such studies require nitroxides, which are resistant to the action of biogenic reductants and have high spin relaxation (dephasing) times, T. (1(),5(),7(),8())-1,8-bis(hydroxymethyl)-6-azadispiro[4.1.4.2]tridecane-6-oxyl is a unique nitroxide that combines these features. We have developed a convenient method for the synthesis of this radical and studied the ways of its functionalization. Promising spin labels have been obtained, the parameters of their spin relaxation T and T have been measured, and the kinetics of reduction with ascorbate have been studied.

摘要

通过电子顺磁共振波谱进行的定点自旋标记,然后使用脉冲顺磁共振技术进行研究,是一种快速发展的强大生物物理技术,用于研究生物分子的结构、局部动力学和功能,而使用氮氧自由基作为自旋标记是最广泛的方法。该方法的现代趋势包括直接在活细胞内进行测量,以及无需深冷冻(低于 70 K)的测量,这提供了更符合研究中分子在自然条件下行为的信息。此类研究需要具有抗生物还原剂作用和高自旋弛豫(去相位)时间 T 的氮氧自由基,T. (1(),5(),7(),8())-1,8-双(羟甲基)-6-氮杂双环[4.1.4.2]十三烷-6-氧自由基是一种独特的氮氧自由基,它结合了这些特点。我们已经开发了一种方便的合成方法,并研究了其功能化的途径。已经获得了有前途的自旋标记物,测量了它们的自旋弛豫 T 和 T 参数,并研究了与抗坏血酸的还原动力学。

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