| 1312698-61-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• CAS: 1312698-61-5
• 化学式: C₄₃H₄₇BN₂O₉S₂
• 分子量: 810.797
• InChiKey: ICRMITHNSICRAT-KBQFLUNPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.0
• 重原子数：
  57.0
• 可旋转键数：
  16.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  170.11
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyloxy)isophthalaldehyde 、 N-(3-sulfonatopropyl)-2,3,3-trimethyl-3H-indolium 在 NaCH₃COO 作用下， 以 乙酸酐 为溶剂， 生成
  参考文献：
  名称：

  A Unique Paradigm for a Turn-ON Near-Infrared Cyanine-Based Probe: Noninvasive Intravital Optical Imaging of Hydrogen Peroxide

  摘要：

  The development of highly sensitive fluorescent probes in combination with innovative optical techniques is a promising strategy for intravital noninvasive quantitative imaging. Cyanine fluorochromes belong to a superfamily of dyes that have attracted substantial attention in probe design for molecular imaging. We have developed a novel paradigm to introduce a Turn-ON mechanism in cyanine molecules, based on a distinctive change in their pi-electrons system. Our new cyanine fluorochrome is synthesized through a simple two-step procedure and has an unprecedented high fluorescence quantum yield of 16% and large extinction coefficient of 52 000 M(-1) cm(-1). The synthetic strategy allows one to prepare probes for various analytes by introducing a specific triggering group on the probe molecule. The probe was equipped with a corresponding trigger and demonstrated efficient imaging of endogenous hydrogen peroxide, produced in an acute lipopolysaccharide-induced inflammation model in mice. This approach provides, for the first time, an available methodology to prepare modular molecular Turn-ON probes that can release an active cyanine fluorophore upon reaction with specific analyte.

  DOI：

  10.1021/ja203145v