4,4'-[9,9-di(2,5,8,11,14,17,20,23,26,29-decaoxahentriacontan-31-yl)-9H-fluorene-2,7-diyl]bis(ethyne-2,1-diyl)bis(N,N-dimethylaniline) | 1243541-70-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 4,4'-[9,9-di(2,5,8,11,14,17,20,23,26,29-decaoxahentriacontan-31-yl)-9H-fluorene-2,7-diyl]bis(ethyne-2,1-diyl)bis(N,N-dimethylaniline)
• CAS: 1243541-70-9
• 化学式: C₇₅H₁₁₂N₂O₂₀
• 分子量: 1361.72
• InChiKey: PSXCEVLVTDQQQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.26
• 重原子数：
  97.0
• 可旋转键数：
  62.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  191.08
• 氢给体数：
  0.0
• 氢受体数：
  22.0

反应信息

• 作为产物：
  描述：

  31,31'-(2,7-diiodo-9H-fluorene-9,9-diyl)bis(2,5,8,11,14,17,20,23,26,29-decaoxahentriacontane) 、 4-二甲基氨基苯乙炔 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以72%的产率得到4,4'-[9,9-di(2,5,8,11,14,17,20,23,26,29-decaoxahentriacontan-31-yl)-9H-fluorene-2,7-diyl]bis(ethyne-2,1-diyl)bis(N,N-dimethylaniline)
  参考文献：
  名称：

  High-Fidelity Hydrophilic Probe for Two-Photon Fluorescence Lysosomal Imaging

  摘要：

  The synthesis and characterization of a novel two-photon-absorbing fluorene derivative, LT1, selective for the lysosomes of HCT 116 cancer cells, is reported. Linear and nonlinear photophysical and photochemical properties of the probe were investigated to evaluate the potential of the probe for two-photon fluorescence microscopy (2PFM) lysosomal imaging. The cytotoxicity of the probe was investigated to evaluate the potential of using this probe for live two-photon fluorescence biological imaging applications. Colocalization studies of the probe with commercial Lysotracker Red in HCT 116 cells demonstrated the specific localization of the probe in the lysosomes with an extremely high colocalization coefficient (0.96). A figure of merit was introduced to allow comparison between probes. LT1 has a number of properties that far exceed those of commercial lysotracker probes, including higher two-photon absorption cross sections, good fluorescence quantum yield, and, importantly, high photostability, all resulting in a superior figure of merit. 2PFM was used to demonstrate lysosomal tracking with LT1.

  DOI：

  10.1021/ja1057423