| 1116583-24-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• CAS: 1116583-24-4
• 化学式: C₅₅H₆₂N₃O₁₀P
• 分子量: 956.085
• InChiKey: LHFNMHNEHXVQQS-UHFFFAOYSA-N

物化性质

• 沸点：
  971.0±65.0 °C(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.0
• 重原子数：
  69.0
• 可旋转键数：
  13.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  153.93
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为产物：
  描述：

  6'-(4-(2-hydroxyethyl)piperidine-1-carbonyl)-3'-oxo-3'H-spiro[dibenzo[c,h]xanthene-7,1'-isobenzofuran]-3,11-diyl bis(2,2-dimethylpropanoate) 、 双(二异丙基氨基)(2-氰基乙氧基)膦 在 5-(乙硫基)-1H-四唑 作用下， 以 乙腈 为溶剂， 以63%的产率得到
  参考文献：
  名称：

  The use of 6-carboxynaphthofluorescein phosphoramidite in the automated synthesis of quencher-dye oligonucleotide probes (QDOPs)

  摘要：

  Real-time detection and quantitation of specific amplicons have been achieved using quencher and dye-labeled oligonucleotides such as molecular beacons. The molecular beacon molecule has a fluorescent reporter dye at the T-end and a quencher at the 3'-end. When the closed molecular beacon is excited by irradiation, the reporter fluorescence is greatly reduced by quenching through the process of fluorescence resonance energy transfer. When the molecular beacon hybridizes to the target, the stem loop opens making the fluorophore and quencher spatially distinct, thus increasing the reporter dye fluorescence intensity. Labeling of dyes to T-end of oligonucleotides has been done typically using manual methods, it is possible to do manual coupling at the milligram scale. Described here is the development of a scalable process for oligonucleotide labeling, which is robust, and has been achieved for 6-carboxynaphthofluorescein by connecting it to a corresponding phosphoramidite [Theisen, P.; McCollum, C.: Upadhya, K.; Jacobson. K.: Vu, H.; Andrus, A.; Tetrahedron Lett. 1992, 33, 5033-5036]. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2008.11.059