2-(2-(2-(2-((2-bromocyclooct-2-en-1-yl)oxy)ethoxy)ethoxy)ethoxy)ethan-1-ol | 1150109-76-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(2-(2-(2-((2-bromocyclooct-2-en-1-yl)oxy)ethoxy)ethoxy)ethoxy)ethan-1-ol
• CAS: 1150109-76-4
• 化学式: C₁₆H₂₉BrO₅
• 分子量: 381.307
• InChiKey: DESQRJWJULTQMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.66
• 重原子数：
  22.0
• 可旋转键数：
  12.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  57.15
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(2-(2-(2-((2-bromocyclooct-2-en-1-yl)oxy)ethoxy)ethoxy)ethoxy)ethan-1-ol 在 吡啶 、 lithium aluminium tetrahydride 、 potassium tert-butylate 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 65.25h， 生成
  参考文献：
  名称：

  Nanoliposomes presenting on surface a cis-glycofused benzopyran compound display binding affinity and aggregation inhibition ability towards Amyloid β1-42 peptide

  摘要：

  Nanoliposomes decorated on their surface with ligands for A beta-peptides, the key morphological features of Alzheimer's disease (AD), have been synthesized and characterized for their ability to target A beta-peptide aggregates. A tricyclic benzopyrane-glycofused structure has been exploited as A beta-peptide ligand, which was linked to liposomes via a copper-free, chemoselective, biocompatible click chemistry reaction. The tricyclic-decorated liposomes presented a mean diameter in the nanomolar range (150-200 nm), a negative z-potential and a good stability, at least up to one month. Integrity studies performed in the presence of serum proteins indicated that these decorated nanoliposomes fulfill the requirements for in vivo applications. NMR experiments carried out with A beta-(1-42) oligomers using both surface functionalized and plain (control) liposomes, revealed that the binding ability of the nanoliposomes was mediated by the presence of the tricyclic ligand on their surface. Finally ThT assay carried out with tricyclic-decorated liposomes showed significant decrease in thioflavine T fluorescence after 24 h, suggesting a significant inhibition/delay of A beta(1-42) aggregation. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.07.085
• 作为产物：
  描述：

  三缩四乙二醇 、 8,8-dibromobicyclo[5.1.0]octane 在 吡啶 、 silver perchlorate 作用下， 以 甲苯 为溶剂， 反应 4.0h， 生成 2-(2-(2-(2-((2-bromocyclooct-2-en-1-yl)oxy)ethoxy)ethoxy)ethoxy)ethan-1-ol
  参考文献：
  名称：

  Nanoliposomes presenting on surface a cis-glycofused benzopyran compound display binding affinity and aggregation inhibition ability towards Amyloid β1-42 peptide

  摘要：

  Nanoliposomes decorated on their surface with ligands for A beta-peptides, the key morphological features of Alzheimer's disease (AD), have been synthesized and characterized for their ability to target A beta-peptide aggregates. A tricyclic benzopyrane-glycofused structure has been exploited as A beta-peptide ligand, which was linked to liposomes via a copper-free, chemoselective, biocompatible click chemistry reaction. The tricyclic-decorated liposomes presented a mean diameter in the nanomolar range (150-200 nm), a negative z-potential and a good stability, at least up to one month. Integrity studies performed in the presence of serum proteins indicated that these decorated nanoliposomes fulfill the requirements for in vivo applications. NMR experiments carried out with A beta-(1-42) oligomers using both surface functionalized and plain (control) liposomes, revealed that the binding ability of the nanoliposomes was mediated by the presence of the tricyclic ligand on their surface. Finally ThT assay carried out with tricyclic-decorated liposomes showed significant decrease in thioflavine T fluorescence after 24 h, suggesting a significant inhibition/delay of A beta(1-42) aggregation. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.07.085

文献信息

• Lallana, Enrique; Fernandez-Megia, Eduardo; Riguera, Ricardo, Journal of the American Chemical Society, 2009, vol. 131, p. 5748 - 5750
  作者：Lallana, Enrique、Fernandez-Megia, Eduardo、Riguera, Ricardo

  DOI：——

  日期：——