Boc-β-Ala-TEMPO | 1417914-84-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Boc-β-Ala-TEMPO
• CAS: 1417914-84-1
• 化学式: C₁₇H₃₂N₃O₄
• 分子量: 342.459
• InChiKey: OVBCTHJFGLFONR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.38
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  90.57
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Boc-β-Ala-TEMPO 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 3-amino-N-(2,2,6,6-tetramethyl-1-oxy-4-piperidinyl)propionamide
  参考文献：
  名称：

  Structural Factors Controlling the Spin–Spin Exchange Coupling: EPR Spectroscopic Studies of Highly Asymmetric Trityl–Nitroxide Biradicals

  摘要：

  Highly asymmetric exchange-coupled biradicals, e.g., the trityl-nitroxides (TNs), possess particular magnetic properties that have opened new possibilities for their application in biophysical, physicochemical, and biological studies. In the present work, we investigated the effect of the linker length on the spin-spin coupling interaction (J) in TN biradicals using the newly synthesized biradicals CT02-GT, CT02-AT, CT02-VT, and CT02-PPT as well as the previously reported biradicals TNN14 and TN1. The results show that the magnitude of J can be easily tuned from similar to 4 G (conformer 1 in CT02-PPT) to >1200 G (in TNN14) by varying the linker separating the two radical moieties and changing the temperature. Computer simulations of EPR spectra were carried out to estimate J values of the TN biradicals directly. In addition to the spin-spin coupling interaction of TN biradicals, their g, hyperfine-splitting, and zero-field-splitting interactions were explored at low temperature (220 K). Our present study clearly shows that varying the spin-spin interaction as a function of linker distance and temperature provides an effective strategy for the development of new TN biradicals that can find wide applications in relevant fields.

  DOI：

  10.1021/ja311571v
• 作为产物：
  描述：

  Boc-beta-丙氨酸 、 4-氨基-TEMPO 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 生成 Boc-β-Ala-TEMPO
  参考文献：
  名称：

  [EN] AROMATIC-CATIONIC PEPTIDES CONJUGATED TO ANTIOXIDANTS AND THEIR USE IN TREATING COMPLEX REGIONAL PAIN SYNDROME
  [FR] PEPTIDES AROMATIQUES-CATIONIQUES CONJUGUÉS À DES ANTIOXYDANTS ET LEUR UTILISATION DANS LE TRAITEMENT D'UN SYNDROME DOULOUREUX RÉGIONAL COMPLEXE

  摘要：

  提供了包含直接或间接与芳香-阳离子肽结合的抗氧化剂的组合物。所述抗氧化剂从TEMPO、Tro、PBN、AHDP、DBHP、Caf和Hem中选择，并且可以通过连接剂直接或间接地与芳香-阳离子肽结合到N-末端、C-末端或芳香-阳离子肽的氨基酸残基的侧链。在某些实施例中，芳香-阳离子肽为2',6'-Dmt-D-Arg-Phe-Lys-NH2、Phe-D-Arg-Phe-Lys-NH2或D-Arg-2',6'-Dmt-Lys-Phe-NH2。与未结合的芳香-阳离子肽相比，这些共轭物具有增强的抗氧化活性，并可用于治疗复杂性区域性疼痛综合征。

  公开号：

  WO2017093897A1