1-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-Chloroethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]-2-methoxyethane | 52972-83-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-Chloroethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]-2-methoxyethane
• 英文别名: 1-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-chloroethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]-2-methoxyethane
• CAS: 52972-83-5
• 化学式: C₂₅H₅₁ClO₁₂
• 分子量: 579.126
• InChiKey: CSQPABOVVGDURM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  38
• 可旋转键数：
  35
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  111
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-Chloroethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]-2-methoxyethane 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 37-azido-2,5,8,11,14,17,20,23,26,29,32,35-dodecaoxaheptatriacontane
  参考文献：
  名称：

  Compact Biocompatible Quantum Dots via RAFT-Mediated Synthesis of Imidazole-Based Random Copolymer Ligand

  摘要：

  We present a new class of polymeric ligands for quantum dot (OD) water solubilization to yield biocompatible and derivatizable QDs with compact size (similar to 10-12 nm diameter), high quantum yields (>50%), excellent stability across a large pH range (pH 5-10.5), and low nonspecific binding. To address the fundamental problem of thiol instability in traditional ligand exchange systems, the polymers here employ a stable multidentate imidazole binding motif to the OD surface. The polymers are synthesized via reversible addition-fragmentation chain transfer-mediated polymerization to produce molecular weight controlled monodisperse random copolymers from three types of monomers that feature imidazole groups for CID binding, polyethylene glycol (PEG) groups for water solubilization, and either primary amines or biotin groups for derivatization. The polymer architecture can be tuned by the monomer ratios to yield aqueous QDs with targeted surface functionalities. By incorporating amino-PEG monomers, we demonstrate covalent conjugation of a dye to form a highly efficient QD-dye energy transfer pair as well as covalent conjugation to streptavidin for high-affinity single molecule imaging of biotinylated receptors on live cells with minimal nonspecific binding. The small size and low serum binding of these polymer-coated QDs also allow us to demonstrate their utility for in vivo imaging of the tumor microenvironment in live mice.

  DOI：

  10.1021/ja908137d
• 作为产物：
  描述：

  十二乙二醇单甲醚 在 氯化亚砜 作用下， 以 吡啶 为溶剂， 反应 0.17h， 以31%的产率得到1-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-Chloroethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]-2-methoxyethane
  参考文献：
  名称：

  Synthesis of functional chelating diphosphines containing the bis[2-(diphenylphosphino)ethyl]amino moiety and the use of these materials in the preparation of water-soluble diphosphine complexes of transition metals

  摘要：

  DOI：

  10.1021/jo00327a005

文献信息

• Synthesis of functional chelating diphosphines containing the bis[2-(diphenylphosphino)ethyl]amino moiety and the use of these materials in the preparation of water-soluble diphosphine complexes of transition metals
  作者：Ralph G. Nuzzo、Sharon L. Haynie、Michael E. Wilson、George M. Whitesides

  DOI：10.1021/jo00327a005

  日期：1981.7
• Compact Biocompatible Quantum Dots via RAFT-Mediated Synthesis of Imidazole-Based Random Copolymer Ligand
  作者：Wenhao Liu、Andrew B. Greytak、Jungmin Lee、Cliff R. Wong、Jongnam Park、Lisa F. Marshall、Wen Jiang、Peter N. Curtin、Alice Y. Ting、Daniel G. Nocera、Dai Fukumura、Rakesh K. Jain、Moungi G. Bawendi

  DOI：10.1021/ja908137d

  日期：2010.1.20

  We present a new class of polymeric ligands for quantum dot (OD) water solubilization to yield biocompatible and derivatizable QDs with compact size (similar to 10-12 nm diameter), high quantum yields (>50%), excellent stability across a large pH range (pH 5-10.5), and low nonspecific binding. To address the fundamental problem of thiol instability in traditional ligand exchange systems, the polymers here employ a stable multidentate imidazole binding motif to the OD surface. The polymers are synthesized via reversible addition-fragmentation chain transfer-mediated polymerization to produce molecular weight controlled monodisperse random copolymers from three types of monomers that feature imidazole groups for CID binding, polyethylene glycol (PEG) groups for water solubilization, and either primary amines or biotin groups for derivatization. The polymer architecture can be tuned by the monomer ratios to yield aqueous QDs with targeted surface functionalities. By incorporating amino-PEG monomers, we demonstrate covalent conjugation of a dye to form a highly efficient QD-dye energy transfer pair as well as covalent conjugation to streptavidin for high-affinity single molecule imaging of biotinylated receptors on live cells with minimal nonspecific binding. The small size and low serum binding of these polymer-coated QDs also allow us to demonstrate their utility for in vivo imaging of the tumor microenvironment in live mice.