N-[3-[1-[(3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-2,4-dioxopyrimidin-5-yl]prop-2-ynyl]-6-oxoheptanamide | 280577-93-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: N-[3-[1-[(3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-2,4-dioxopyrimidin-5-yl]prop-2-ynyl]-6-oxoheptanamide
• CAS: 280577-93-7
• 化学式: C₂₂H₂₉N₃O₈
• 分子量: 463.488
• InChiKey: KQGKYYWLLTYQIF-DLVXIWMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.44
• 重原子数：
  33.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  148.95
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  N-[3-[1-[(3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-2,4-dioxopyrimidin-5-yl]prop-2-ynyl]-6-oxoheptanamide 在 三氟乙酸 作用下， 反应 0.5h， 以79%的产率得到N-[3-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,4-dioxopyrimidin-5-yl]prop-2-ynyl]-6-oxoheptanamide
  参考文献：
  名称：

  Synthesis of Methylketone Containing Nucleoside Triphosphates for RNA Labelling

  摘要：

  The three nucleoside triphosphates 1, 2 and 3 bearing a linker with a terminal methylketone group were prepared for incorporation into RNA fragments and post-labelling by the fluorescein derivative 4 containing an aminooxy group. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00577-9
• 作为产物：
  描述：

  5-碘尿苷 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 、 原甲酸三乙酯 、 APTS 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 N-[3-[1-[(3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-2,4-dioxopyrimidin-5-yl]prop-2-ynyl]-6-oxoheptanamide
  参考文献：
  名称：

  Synthesis of Methylketone Containing Nucleoside Triphosphates for RNA Labelling

  摘要：

  The three nucleoside triphosphates 1, 2 and 3 bearing a linker with a terminal methylketone group were prepared for incorporation into RNA fragments and post-labelling by the fluorescein derivative 4 containing an aminooxy group. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00577-9

文献信息

• Functionalized polynucleotide compound, optionally marked and method for detecting a target nucleic acid
  申请人：DeFrancq Eric

  公开号：US06875858B1

  公开（公告）日：2005-04-05

  The invention relates to a functionalized compound of general formula (I): in which W represents a nucleotide analog, L represents a linker arm comprising at least four atoms, R 1 represents a linear or branched alkyl chain, A functionalized polynucleotide comprising at least one said compound and a labeled functionalized polynucleotide comprising at least one functionalized compound corresponding to the formula (I′). A method for detecting a target nucleic acid using a said compound is described.

  该发明涉及一种通式（I）的官能化化合物：其中W代表核苷酸类似物，L代表至少四个原子的连接臂，R1代表线性或支链烷基链，包括至少一种所述化合物的官能化多核苷酸以及包括至少一种与通式（I'）相对应的官能化化合物的标记官能化多核苷酸。描述了使用所述化合物检测目标核酸的方法。