7,14,21,28,35-pentamethoxy-42-prop-2-enoxy-9,12,30,33,43,46-hexaoxadecacyclo[20.20.4.38,37.316,29.113,17.134,38.03,40.019,24.05,49.026,52]tetrapentaconta-1(42),2,5,7,13,15,17(54),19,21,23,26,28,34,36,38(47),40,49,51-octadecaene | 426821-76-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 7,14,21,28,35-pentamethoxy-42-prop-2-enoxy-9,12,30,33,43,46-hexaoxadecacyclo[20.20.4.38,37.316,29.113,17.134,38.03,40.019,24.05,49.026,52]tetrapentaconta-1(42),2,5,7,13,15,17(54),19,21,23,26,28,34,36,38(47),40,49,51-octadecaene
• CAS: 426821-76-3
• 化学式: C₅₆H₅₆O₁₂
• 分子量: 921.053
• InChiKey: WAYBMSSFIDYMAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.47
• 重原子数：
  68.0
• 可旋转键数：
  8.0
• 环数：
  20.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  110.76
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  7,14,21,28,35-pentamethoxy-42-prop-2-enoxy-9,12,30,33,43,46-hexaoxadecacyclo[20.20.4.38,37.316,29.113,17.134,38.03,40.019,24.05,49.026,52]tetrapentaconta-1(42),2,5,7,13,15,17(54),19,21,23,26,28,34,36,38(47),40,49,51-octadecaene 在 palladium diacetate 二乙胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.0h， 以85%的产率得到(-)-cryptophanol-A
  参考文献：
  名称：

  Cryptophanols, new versatile compounds for the synthesis of functionalized cryptophanes and polycryptophanesElectronic supplementary information (ESI) available: experimental details for compounds 4, 5, 6, 7, 8 and 14. See http://www.rsc.org/suppdata/cc/b1/b109301k/

  摘要：

  在钯催化剂的作用下进行脱保护处理后，单烯丙基化的隐烷-A（1、2）和隐烷-E（3）分别得到了新的隐烷醇 4、5 和 6，它们是制备单官能化隐烷以及设计双隐烷 7 和 8 等大型超分子宿主的重要关键化合物。

  DOI：

  10.1039/b109301k
• 作为产物：
  描述：

  3-(allyloxy)-4-hydroxybenzaldehyde 在 sodium hydroxide 、 sodium tetrahydroborate 、 甲酸 、 4-甲基苯磺酸吡啶 、 potassium carbonate 、 caesium carbonate 、 sodium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 56.5h， 生成 7,14,21,28,35-pentamethoxy-42-prop-2-enoxy-9,12,30,33,43,46-hexaoxadecacyclo[20.20.4.38,37.316,29.113,17.134,38.03,40.019,24.05,49.026,52]tetrapentaconta-1(42),2,5,7,13,15,17(54),19,21,23,26,28,34,36,38(47),40,49,51-octadecaene
  参考文献：
  名称：

  Synthesis and application of cryptophanol hosts: 129Xe NMR spectroscopy of a deuterium-labeled (Xe)2@bis-cryptophane complex

  摘要：

  新的双隐酚 7-9 由隐酚 1-3 制备而成，说明后者为设计新的宿主系统提供了合成的可能性，该系统的特点是制备大型超分子受体和用于 NMR 成像的新型聚隐酚生物传感器。宿主 1-3 是通过多步骤策略从单保护的加密货币 4-6 中获得的。通过 129Xe NMR 光谱研究了不对称双隐烷 8 与氙的络合作用。在低温下，观察到两个隐光子空腔内封装的氙客体具有很强的辨别力（Δδ = 1.16 ppm）。络合过程的动力学参数由 1D-EXSY 129Xe NMR 实验确定。活化能 Ea = 39.0 ± 3 kJ mol−1 和相关参数 ΔH≠ = 37.0 ± 3 kJ mol−1 和 ΔS≠ = −46.0 ± 10 kJ mol−1 K−1 与 Cryptophane 确定的值一致A和[D27]-cryptophane-A。

  DOI：

  10.1039/b312979a

文献信息

• Development of a Functionalized Xenon Biosensor
  作者：Megan M. Spence、E. Janette Ruiz、Seth M. Rubin、Thomas J. Lowery、Nicolas Winssinger、Peter G. Schultz、David E. Wemmer、Alexander Pines

  DOI：10.1021/ja0483037

  日期：2004.11.1

  NMR-based biosensors that utilize laser-polarized xenon offer potential advantages beyond current sensing technologies. These advantages include the capacity to simultaneously detect multiple analytes, the applicability to in vivo spectroscopy and imaging, and the possibility of "remote" amplified detection. Here, we present a detailed NMR characterization of the binding of a biotin-derivatized caged-xenon sensor to avidin. Binding of "functionalized" xenon to avidin leads to a change in the chemical shift of the encapsulated xenon in addition to a broadening of the resonance, both of which serve as NMR markers of ligand-target interaction. A control experiment in which the biotin-binding site of avidin was blocked with native biotin showed no such spectral changes, confirming that only specific binding, rather than nonspecific contact, between avidin and functionalized xenon leads to the effects on the xenon NMR spectrum. The exchange rate of xenon (between solution and cage) and the xenon spin-lattice relaxation rate were not changed significantly upon binding. We describe two methods for enhancing the signal from functionalized xenon by exploiting the laser-polarized xenon magnetization reservoir. We also show that the xenon chemical shifts are distinct for xenon encapsulated in different diastereomeric cage molecules. This demonstrates the potential for tuning the encapsulated xenon chemical shift, which is a key requirement for being able to multiplex the biosensor.