N-(3-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)prop-2-yn-1-yl)-4-oxo-4-(pyren-1-yl)butanamide | 1235988-20-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: N-(3-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)prop-2-yn-1-yl)-4-oxo-4-(pyren-1-yl)butanamide
• CAS: 1235988-20-1
• 化学式: C₃₂H₂₇N₃O₇
• 分子量: 565.582
• InChiKey: RJKUAHCOEHVTMS-ZRRKCSAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.21
• 重原子数：
  42.0
• 可旋转键数：
  7.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  150.72
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  N-(3-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)prop-2-yn-1-yl)-4-oxo-4-(pyren-1-yl)butanamide 、 4,4'-双甲氧基三苯甲基氯 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 16.0h， 以70%的产率得到
  参考文献：
  名称：

  Singly and doubly labeled base-discriminating fluorescent oligonucleotide probes containing oxo-pyrene chromophore

  摘要：

  We have developed new oxo-pyrene labeled fluorescent nucleoside, (Oxo-Py)U which showed a strong fluorescence dependency on solvent polarity at long wavelength. The designed singly and doubly (Oxo-Py)U labeled fluorescent oligonucleotide probes were found highly efficient for the discrimination of A and consecutive AA bases of target DNA opposite to the labeled base via generation of enhanced fluorescence signal. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.063
• 作为产物：
  描述：

  N-propargyl-1-γ-oxo-pyrenebutyric acid amide 、 碘苷 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以60%的产率得到N-(3-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)prop-2-yn-1-yl)-4-oxo-4-(pyren-1-yl)butanamide
  参考文献：
  名称：

  Singly and doubly labeled base-discriminating fluorescent oligonucleotide probes containing oxo-pyrene chromophore

  摘要：

  We have developed new oxo-pyrene labeled fluorescent nucleoside, (Oxo-Py)U which showed a strong fluorescence dependency on solvent polarity at long wavelength. The designed singly and doubly (Oxo-Py)U labeled fluorescent oligonucleotide probes were found highly efficient for the discrimination of A and consecutive AA bases of target DNA opposite to the labeled base via generation of enhanced fluorescence signal. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.063