5,5-dimethyl-10-(2-methylphenyl)-10H-benzo[b][1]benzosiline-3,7-diamine | 1384450-30-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 5,5-dimethyl-10-(2-methylphenyl)-10H-benzo[b][1]benzosiline-3,7-diamine
• CAS: 1384450-30-9
• 化学式: C₂₂H₂₄N₂Si
• 分子量: 344.531
• InChiKey: MOCKHYPQOUTURO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.48
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,5-dimethyl-10-(2-methylphenyl)-10H-benzo[b][1]benzosiline-3,7-diamine 在 四氯苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 3-Imino-5,5-dimethyl-10-(2-methylphenyl)benzo[b][1]benzosilin-7-amine
  参考文献：
  名称：

  Red fluorescent scaffold for highly sensitive protease activity probes

  摘要：

  We have developed a novel red fluorescent dye, 2Me SiR600 (lambda(em) = 613 nm), in which the O atom of Rhodamine Green at the 10 position of the xanthene moiety is replaced with a Si atom, as a scaffold for probes to detect protease activity with extremely high S/N ratio. As proof of concept, we designed and synthesized probes for caspase-3 activity (Z-DEVD-SiR600) and leucine aminopeptidase activity (Leu-SiR600). Caspase-3-mediated cleavage of Z-DEVD-SiR600 resulted in a large bathochromic shift (93 nm) of the absorption maximum and a 432-fold fluorescence enhancement. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.114
• 作为产物：
  描述：

  N-allyl-N-(7-(diallylamino)-5,5-dimethyl-10-(o-tolyl)dibenzo[b,e]silin-3(5H)-ylidene)prop-2-en-1-aminium chloride 在 sodium tetrahydroborate 、 四(三苯基膦)钯 、 1,3-二甲基巴比妥酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 21.5h， 以60%的产率得到5,5-dimethyl-10-(2-methylphenyl)-10H-benzo[b][1]benzosiline-3,7-diamine
  参考文献：
  名称：

  Red fluorescent scaffold for highly sensitive protease activity probes

  摘要：

  We have developed a novel red fluorescent dye, 2Me SiR600 (lambda(em) = 613 nm), in which the O atom of Rhodamine Green at the 10 position of the xanthene moiety is replaced with a Si atom, as a scaffold for probes to detect protease activity with extremely high S/N ratio. As proof of concept, we designed and synthesized probes for caspase-3 activity (Z-DEVD-SiR600) and leucine aminopeptidase activity (Leu-SiR600). Caspase-3-mediated cleavage of Z-DEVD-SiR600 resulted in a large bathochromic shift (93 nm) of the absorption maximum and a 432-fold fluorescence enhancement. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.114