4-(dodecanoyloxy)-2,2,6,6-tetramethylpiperidinyl-1-oxy | 22491-89-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4-(dodecanoyloxy)-2,2,6,6-tetramethylpiperidinyl-1-oxy
• 英文别名: 1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl dodecanoate
• CAS: 22491-89-0
• 化学式: C₂₁H₄₀NO₃
• 分子量: 354.553
• InChiKey: YCUNLAYDORIIII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  25
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  30.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  月桂酰氯 、 阻聚剂701 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以60%的产率得到4-(dodecanoyloxy)-2,2,6,6-tetramethylpiperidinyl-1-oxy
  参考文献：
  名称：

  环糊精与含氮氧化物的自旋探针在水溶液中的包合物

  摘要：

  通过EPR光谱研究了几种环糊精衍生物与基于TEMPO和DOXYL的自旋探针之间的包合物的形成。烷基链和硝基氧化物官能团之间对环糊精空腔的竞争导致了不同类型的络合。两亲自旋探针中的长烷基链优先与环糊精相互作用，此类分子中的TEMPO单元不受络合的影响。但是，DOXYL型自旋探针可与环糊精形成更强的复合物。这种络合改变了氮氧化物基团的超细分裂和翻滚速率。游离环糊精和基于环糊精的聚合物纳米胶囊的EPR谱的比较使评估自旋探针在环糊精单元内部的翻滚成为可能，而对整个复合物的翻滚没有贡献。

  DOI：

  10.1039/b817290k

文献信息

• Inclusion complexes of cyclodextrins with nitroxide-based spin probes in aqueous solutions
  作者：Gabriela Ionita、Agneta Caragheorgheopol、Horia Caldararu、Leonie Jones、Victor Chechik

  DOI：10.1039/b817290k

  日期：——

  Formation of inclusion complexes between several cyclodextrin derivatives and TEMPO and DOXYL-based spin probes was studied by EPR spectroscopy. Competition between alkyl chains and nitroxide functionalities for cyclodextrin cavities leads to different types of complexation. Long alkyl chains in amphiphilic spin probes interact preferentially with cyclodextrins, and TEMPO units in such molecules are unaffected

  通过EPR光谱研究了几种环糊精衍生物与基于TEMPO和DOXYL的自旋探针之间的包合物的形成。烷基链和硝基氧化物官能团之间对环糊精空腔的竞争导致了不同类型的络合。两亲自旋探针中的长烷基链优先与环糊精相互作用，此类分子中的TEMPO单元不受络合的影响。但是，DOXYL型自旋探针可与环糊精形成更强的复合物。这种络合改变了氮氧化物基团的超细分裂和翻滚速率。游离环糊精和基于环糊精的聚合物纳米胶囊的EPR谱的比较使评估自旋探针在环糊精单元内部的翻滚成为可能，而对整个复合物的翻滚没有贡献。
• Location of TEMPO derivatives in micelles: subtle effect of the probe orientation
  作者：Carolina Aliaga、Felipe Bravo-Moraga、Danilo Gonzalez-Nilo、Sebastián Márquez、Susan Lühr、Geraldine Mena、Marcos Caroli Rezende

  DOI：10.1016/j.foodchem.2015.07.036

  日期：2016.2

  Partition coefficients for six 4-substituted derivatives of the 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO) derivatives in aqueous solutions of reduced Triton X-100 (RTX-100) were determined by measurements of the probe EPR g-factor and of the fluorescence quenching of pyrene by the radical in the micelle. The partition constant attained a maximum value and then decreased with increasing probe hydrophobicity. Simulation of the probes inside the micelle showed that this trend could be rationalized by a change in the orientation of the 4-substituted TEMPO derivatives with the increasing substituent. chain-length. The use of the EPR g-factor for the determination of partition constants of radicals in micellar systems was thus validated as a reliable and sensitive method, capable of describing the probe orientation in its microenvironment. (C) 2015 Elsevier Ltd. All rights reserved.
• Highly Sensitive “Off/On” EPR Probes to Monitor Enzymatic Activity
  作者：Sabrina Elkhanoufi、Rachele Stefania、Diego Alberti、Simona Baroni、Silvio Aime、Simonetta Geninatti Crich

  DOI：10.1002/chem.202104563

  日期：2022.3.22

  In this study are reported two off/on EPR probes containing a nitroxide radical to study the enzymatic activity of carboxylesterases. Thanks to their low solubility in water, they aggregate to form stable micelles, which makes the probes EPR silent. In presence of the esterases enzymes the nitroxide radicals are release from the micelle giving an off/on transition and intense signal.

  在这项研究中，报道了两种含有硝基氧自由基的关闭/开启 EPR 探针，用于研究羧酸酯酶的酶活性。由于它们在水中的溶解度较低，它们会聚集形成稳定的胶束，从而使探针 EPR 保持沉默。在酯酶存在的情况下，硝基氧自由基从胶束中释放，产生关/开转变和强烈信号。