1-O-(4,4'-dimethoxytrityl)-4-N-(6-trifluoroacetamidocaproyl)-4-amino-1,3-butanediol | 166887-42-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1-O-(4,4'-dimethoxytrityl)-4-N-(6-trifluoroacetamidocaproyl)-4-amino-1,3-butanediol
• CAS: 166887-42-9
• 化学式: C₃₃H₃₉F₃N₂O₆
• 分子量: 616.678
• InChiKey: FGHHPQRZLDPSFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.12
• 重原子数：
  44.0
• 可旋转键数：
  17.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  106.12
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-氰乙基N,N-二异丙基氯亚磷酰胺 、 1-O-(4,4'-dimethoxytrityl)-4-N-(6-trifluoroacetamidocaproyl)-4-amino-1,3-butanediol 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以62%的产率得到1-O-(4,4'-dimethoxytrityl)-3-O-(cyanoethoxydiisopropylaminophosphinyl)-4-N-(6-trifluoroacetamidocaproyl)-4-amino-1,3-butanediol
  参考文献：
  名称：

  New Non Nucleosidic Phosphoramidites for the Solid Phase Multi-Labelling of Oligonucleotides: Comb- and Multifork-Like Structures

  摘要：

  Comb- and multifork-like structures have been designed for multiple labelling of oligonucleotides. They rely on the synthesis of new non nucleosidic phosphoramidites which can be used in automatic DNA synthesis. The new compounds allowed the 5' and/or 3' tagging of any oligonucleotide and provided reactive primary amino groups for non isotopic labelling. Seventeen polybiotinylated oligonucleotides have been prepared and tested in hybridization assays using a corresponding complementary sequence covalently linked to polystyrene tubes. Detection limits, measured by chemiluminescence, ranged from 105 to 3.106 molecules, depending on the number of biotins. Optimal detection was achieved either with a 5' multifork-like derivative carrying 8 biotins or with a comb-like structure carrying 4 biotins on both 5' and 3' ends.

  DOI：

  10.1080/15257779408013219
• 作为产物：
  描述：

  4,4'-双甲氧基三苯甲基氯 在 吡啶 、 ammonium hydroxide 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 33.5h， 生成 1-O-(4,4'-dimethoxytrityl)-4-N-(6-trifluoroacetamidocaproyl)-4-amino-1,3-butanediol
  参考文献：
  名称：

  New Non Nucleosidic Phosphoramidites for the Solid Phase Multi-Labelling of Oligonucleotides: Comb- and Multifork-Like Structures

  摘要：

  Comb- and multifork-like structures have been designed for multiple labelling of oligonucleotides. They rely on the synthesis of new non nucleosidic phosphoramidites which can be used in automatic DNA synthesis. The new compounds allowed the 5' and/or 3' tagging of any oligonucleotide and provided reactive primary amino groups for non isotopic labelling. Seventeen polybiotinylated oligonucleotides have been prepared and tested in hybridization assays using a corresponding complementary sequence covalently linked to polystyrene tubes. Detection limits, measured by chemiluminescence, ranged from 105 to 3.106 molecules, depending on the number of biotins. Optimal detection was achieved either with a 5' multifork-like derivative carrying 8 biotins or with a comb-like structure carrying 4 biotins on both 5' and 3' ends.

  DOI：

  10.1080/15257779408013219