N-[4-[[4-(dimethylamino)phenyl](4-(5-oxo-6-aza-9-aza-1-oxanonyl)phenyl)methylene]-2,5-cyclohexadien-1-ylidene]-N-methylmethanaminium chloride | 1240125-31-8

• 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: N-[4-[[4-(dimethylamino)phenyl](4-(5-oxo-6-aza-9-aza-1-oxanonyl)phenyl)methylene]-2,5-cyclohexadien-1-ylidene]-N-methylmethanaminium chloride
• 英文别名: N-[4-[[4-(dimethylamino)phenyl](4-(9-amino-6-aza-1-oxa-5-oxo-nonyl)phenyl)methylene]-2,5-cyclohexadien-1-ylidene]-N-methyl-methanaminium chloride
• CAS: 1240125-31-8
• 化学式: C₂₉H₃₇N₄O₂*Cl
• 分子量: 509.091
• InChiKey: HSUDHYQNBKSAIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.63
• 重原子数：
  36.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  70.6
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-[4-[[4-(dimethylamino)phenyl](4-(5-oxo-6-aza-9-aza-1-oxanonyl)phenyl)methylene]-2,5-cyclohexadien-1-ylidene]-N-methylmethanaminium chloride 、 Cy3.29 在 O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以74%的产率得到1-{6-[(2-{[4-(4-{[4-(dimethylamino)phenyl][4-(dimethyliminio)cyclohexa-2,5-dien-1-ylidene]methyl}phenoxy)butanoyl]amino}ethyl)amino]-6-oxohexyl}-2-[(1E,3Z)-3-(1-ethyl-3,3-dimethyl-5-sulfonato-1,3-dihydro-2H-indol-2-ylidene)prop-1-en-1-yl]-3,3-dimethyl-3H-indolium-5-sulfonate
  参考文献：
  名称：

  [EN] QUENCHED DENDRIMERIC DYES FOR FLORESCENCE DETECTION
  [FR] COLORANTS DENDRIMÈRES DÉSACTIVÉS POUR DÉTECTION DE BRILLANT

  摘要：

  公开号：

  WO2010096388A4

文献信息

• Fluorogenic Dendrons with Multiple Donor Chromophores as Bright Genetically Targeted and Activated Probes
  作者：Christopher Szent-Gyorgyi、Brigitte F. Schmidt、James A. J. Fitzpatrick、Marcel P. Bruchez

  DOI：10.1021/ja9099328

  日期：2010.8.18

  We have developed a class of dendron-based fluorogenic dyes (termed dyedrons) comprised of multiple cyanine (Cy3) donors coupled to a single malachite green (MG) acceptor that fluoresce only when the MG is noncovalently but specifically bound to a cognate single chain antibody (scFv). These cell-impermeant dyedrons exploit efficient intramolecular energy transfer from Cy3 donors to stoichiometrically amplify the fluorescence of MG chromophores that are activated by binding to the scFv. These chromophore enhancements, coupled with our optimized scFv, can significantly increase fluorescence emission generated by the dyedron/scFv complex to brightness levels several-fold greater than that for single fluorescent proteins and targeted small molecule fluorophores. Efficient intramolecular quenching of free dyedrons enables sensitive homogeneous (no wash) detection under typical tissue culture conditions, with undetectable nonspecific activation.