2'-deoxy-8-(pent-4-enylsulfanyl)adenosine | 200506-14-5

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: 2'-deoxy-8-(pent-4-enylsulfanyl)adenosine
• 英文别名: (2R,3S,5R)-5-(6-amino-8-pent-4-enylsulfanylpurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
• CAS: 200506-14-5
• 化学式: C₁₅H₂₁N₅O₃S
• 分子量: 351.429
• InChiKey: HGIFUOSCHAEZPS-HBNTYKKESA-N

物化性质

• 熔点：
  130-131 °C
• 沸点：
  652.1±65.0 °C(predicted)
• 密度：
  1.56±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  145
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2'-deoxy-8-(pent-4-enylsulfanyl)adenosine 在 吡啶 作用下， 反应 8.0h， 生成 5'-O-(4,4'-dimethoxytrityl)-N6-(benzoyl)-2'-deoxy-8-(pent-4-enylsulfanyl)adenosine
  参考文献：
  名称：

  Fluorescent Labelling of Oligodeoxyribonucleotides by the Oxyamino-Aldehyde Coupling Reaction

  摘要：

  We describe the reaction of oligonucleotides containing an aldehydic group at the 5'-end or inside the sequence with an oxyamino label. The reaction was found to be highly selective and represents an efficient method for derivatization of oligonucleotides.

  DOI：

  10.1080/15257770008033852
• 作为产物：
  描述：

  2'-脱氧腺苷 在 sodium hydrogensulfide 、 溴 、 sodium acetate 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 2'-deoxy-8-(pent-4-enylsulfanyl)adenosine
  参考文献：
  名称：

  Fluorescent Labelling of Oligodeoxyribonucleotides by the Oxyamino-Aldehyde Coupling Reaction

  摘要：

  We describe the reaction of oligonucleotides containing an aldehydic group at the 5'-end or inside the sequence with an oxyamino label. The reaction was found to be highly selective and represents an efficient method for derivatization of oligonucleotides.

  DOI：

  10.1080/15257770008033852

文献信息

• The oxyamino-aldehyde coupling reaction: An efficient method for the derivatization of oligonucleotides
  作者：Emmanuelle Trévisiol、Annabelle Renard、Eric Defrancq、Jean Lhomme

  DOI：10.1016/s0040-4039(97)10335-5

  日期：1997.12

  Oligonucleotides containing an aldehydic function at any preselected position in the sequence have been prepared using post-synthetic oxidation of an alkene as the key reaction. These were efficiently coupled to a reporter molecule tethered to an oxyamino linker. (C) 1997 Elsevier Science Ltd.