pentaethylene glycol monobenzoate | 566203-56-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: pentaethylene glycol monobenzoate
• 英文别名: 2-[2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethyl benzoate
• CAS: 566203-56-3
• 化学式: C₁₇H₂₆O₇
• 分子量: 342.389
• InChiKey: RYMYDMBGKGIKRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  24
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  pentaethylene glycol monobenzoate 在 二苯基膦叠氮化物 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 以88%的产率得到
  参考文献：
  名称：

  用于膜蛋白研究的 Ugi 反应介导的去污剂组装

  摘要：

  Ugi 反应介导的模块化组装策略允许洗涤剂的方便多样化。在广泛的膜蛋白范围内评估了新的去污剂。最佳去污剂 M-23-M 进一步说明了其在 G 蛋白偶联受体核磁共振研究中的应用。

  DOI：

  10.1002/asia.202200372
• 作为产物：
  描述：

  羟丙基淀粉磷酸酯 、 苯甲酸 在 aluminum oxide 、 甲烷磺酸 作用下， 反应 1.0h， 以80%的产率得到pentaethylene glycol monobenzoate
  参考文献：
  名称：

  Al2O3/MeSO3H (AMA) as a new reagent with high selective ability for monoesterification of diols

  摘要：

  A new facile method for moncesterification of diols has been developed. A variety of diols, in particular oligoethylene glycols, were selectively monoesterified in excellent yields by reaction with aromatic and aliphatic acids in the presence Of Al2O3/MeSO3H as a new reagent without use of any solvents. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00518-0

文献信息

• Kinetic Stabilization of an Oligomeric Protein by a Single Ligand Binding Event
  作者：R. Luke Wiseman、Steven M. Johnson、Matthew S. Kelker、Ted Foss、Ian A. Wilson、Jeffery W. Kelly

  DOI：10.1021/ja042929f

  日期：2005.4.1

  Protein native state stabilization imposed by small molecule binding is an attractive strategy to prevent the misfolding and misassembly processes associated with amyloid diseases. Transthyretin (TTR) amyloidogenesis requires rate-limiting tetramer dissociation before misassembly of a partially denatured monomer ensues. Selective stabilization of the native TTR tetramer over the dissociative transition state by small molecule binding to both thyroxine binding sites raises the kinetic barrier of tetramer dissociation, preventing amyloidogenesis. Assessing the amyloidogenicity of a TTR tetramer having only one amyloidogenesis inhibitor (1) bound is challenging because the two small molecule binding constants are generally not distinct enough to allow for the exclusive formation of (TTRI)-I-. in solution to the exclusion of (TTRI2)-I-. and unliganded TTR. Herein, we report a method to tether one fibril formation inhibitor to TTR by disulfide bond formation. Occupancy of only one of the two thyroxine binding sites is sufficient to inhibit tetramer dissociation in 6.0 M urea and amyloidogenesis under acidic conditions by imposing kinetic stabilization on the entire tetramer. The sufficiency of single occupancy for stabilizing the native state of TTR provides the incentive to search for compounds displaying striking negative binding cooperativity (e.g., K-d1 in nanomolar range and K-d2 in the micromolar to millimolar range), enabling lower doses of inhibitor to be employed in the clinic, mitigating potential side effects.