5-{2-[3-(2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy)]ethynyl}-2'-deoxycytidine | 192124-95-1

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 5-{2-[3-(2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy)]ethynyl}-2'-deoxycytidine
• CAS: 192124-95-1
• 化学式: C₁₉H₂₅N₄O₅
• 分子量: 389.431
• InChiKey: KNJFAKQMJAKQEN-RRFJBIMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.04
• 重原子数：
  28.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  133.74
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  5-{2-[3-(2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy)]ethynyl}-2'-deoxycytidine 在 4-二甲氨基吡啶 、 ammonium hydroxide 、 三甲基氯硅烷 、 二异丙基铵盐四氮唑 、 三乙胺 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 反应 10.5h， 生成
  参考文献：
  名称：

  Synthesis of Duplex DNA Containing a Spin Labeled Analog of 2′ Deoxycytidine

  摘要：

  We report the chemical synthesis of phosphoramidite 8, containing a spin labelled analog of deoxycytidine, C*, and its incorporation into synthetic DNA. The EPR characteristics of the resulting DNAs indicated that the motion of the spin label was well-correlated with the uniform modes of the macromolecule, but that correlation of the spin label with internal motion was less effective than that achieved using a spin labelled quinolone, Q.

  DOI：

  10.1080/07328319708001356
• 作为产物：
  描述：

  2,2,5,5-tetramethyl-3-pyrroline-1-oxyl-3-acetylene 、 5-碘-2'-脱氧胞苷 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 2.0h， 以93%的产率得到5-{2-[3-(2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy)]ethynyl}-2'-deoxycytidine
  参考文献：
  名称：

  Synthesis of Duplex DNA Containing a Spin Labeled Analog of 2′ Deoxycytidine

  摘要：

  We report the chemical synthesis of phosphoramidite 8, containing a spin labelled analog of deoxycytidine, C*, and its incorporation into synthetic DNA. The EPR characteristics of the resulting DNAs indicated that the motion of the spin label was well-correlated with the uniform modes of the macromolecule, but that correlation of the spin label with internal motion was less effective than that achieved using a spin labelled quinolone, Q.

  DOI：

  10.1080/07328319708001356