叠氮-十二聚乙二醇-叠氮 | 361543-08-0

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: 叠氮-十二聚乙二醇-叠氮
• 英文名称: 1,2-Bis-{2-[2-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethane
• 英文别名: 1,38-Diazido-3,6,9,12,15,18,21,24,27,30,33,36-dodecaoxaoctatriacontane；1-azido-2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethane
• CAS: 361543-08-0
• 化学式: C₂₆H₅₂N₆O₁₂
• 分子量: 640.732
• InChiKey: ZVBDIRJRLQZIDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  44
• 可旋转键数：
  39
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  140
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  叠氮-十二聚乙二醇-叠氮 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 草酰氯 、 二异丙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2E,8E,10R,11R,12E)-11-hydroxy-N-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[[(2E,8E,10R,11R,12E)-11-hydroxy-2,10,12-trimethyl-15-naphthalen-2-ylpentadeca-2,8,12-trien-6-ynoyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]-2,10,12-trimethyl-15-naphthalen-2-ylpentadeca-2,8,12-trien-6-ynamide
  参考文献：
  名称：

  Synthesis and analysis of polyethylene glycol linked P-glycoprotein-specific homodimers based on (−)-stipiamide

  摘要：

  A series of five homodimeric polyethylene glycol (PEG) linked homodimers based on the multidrug resistance reversal agent (-)-stipiamide were made and tested fur their ability to interact with P-glycoprotein, the protein responsible for multidrug resistance, using ATPase and photoaffinity displacement assays. Key reactions include a new alkoxide-mesylate displacement for the assembly of the PEG linkers and a double Sunogashira coupling reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00619-0
• 作为产物：
  描述：

  三聚乙二醇二甲烷磺酸酯 在 palladium on activated charcoal 氢气 、 sodium hydride 、 甲基磺酰氯 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 叠氮-十二聚乙二醇-叠氮
  参考文献：
  名称：

  Synthesis and analysis of polyethylene glycol linked P-glycoprotein-specific homodimers based on (−)-stipiamide

  摘要：

  A series of five homodimeric polyethylene glycol (PEG) linked homodimers based on the multidrug resistance reversal agent (-)-stipiamide were made and tested fur their ability to interact with P-glycoprotein, the protein responsible for multidrug resistance, using ATPase and photoaffinity displacement assays. Key reactions include a new alkoxide-mesylate displacement for the assembly of the PEG linkers and a double Sunogashira coupling reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00619-0

文献信息

• Fluorescent glyco-gold nanocluster induced EGFR mediated targeting of cancer cells
  作者：Ankita Chandra、Preeti Ravindra Bhoge、Remya K. R.、Chethan D. Shanthamurthy、Raghavendra Kikkeri

  DOI：10.1039/d2cc06227e

  日期：——

  Sulfated oligo-iduronic acid ligand engineered fluorescent gold nanoclusters show EGF receptor-regulated cancer cell homing ability in both 2D and 3D cell culture systems, opening a new avenue for a practical and direct imaging tool for carbohydrate research.

  硫酸化寡聚葡糖酸配体工程荧光金纳米团簇在2D和3D细胞培养系统中表现出表皮生长因子受体调节的癌细胞归巢能力，为糖类研究提供了一种实用且直接的成像工具的新途径。
• Synthesis and analysis of polyethylene glycol linked P-glycoprotein-specific homodimers based on (−)-stipiamide
  作者：Merritt B Andrus、Timothy M Turner、Emily P Updegraff、Zuben E Sauna、Suresh V Ambudkar

  DOI：10.1016/s0040-4039(01)00619-0

  日期：2001.6

  A series of five homodimeric polyethylene glycol (PEG) linked homodimers based on the multidrug resistance reversal agent (-)-stipiamide were made and tested fur their ability to interact with P-glycoprotein, the protein responsible for multidrug resistance, using ATPase and photoaffinity displacement assays. Key reactions include a new alkoxide-mesylate displacement for the assembly of the PEG linkers and a double Sunogashira coupling reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.