Adenyly-(2'-5')-adenylyl-(2'-5')-2'-azido-2',3'-dideoxy-3'-fluoroadenosine | 195304-75-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 英文名称: Adenyly-(2'-5')-adenylyl-(2'-5')-2'-azido-2',3'-dideoxy-3'-fluoroadenosine
• 英文别名: [(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-[[(2R,3S,4S,5R)-5-(6-aminopurin-9-yl)-4-azido-3-fluorooxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-3-hydroxyoxolan-2-yl]methyl [(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] hydrogen phosphate
• CAS: 195304-75-7
• 化学式: C₃₀H₃₅FN₁₈O₁₄P₂
• 分子量: 952.666
• InChiKey: JEBXMGVTAKPXGF-OEZQJFPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.4
• 重原子数：
  65
• 可旋转键数：
  15
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  423
• 氢给体数：
  8
• 氢受体数：
  29

反应信息

• 作为反应物：
  描述：

  Adenyly-(2'-5')-adenylyl-(2'-5')-2'-azido-2',3'-dideoxy-3'-fluoroadenosine 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 [(2R,3R,4R,5R)-4-[[(2R,3S,4S,5R)-4-amino-5-(6-aminopurin-9-yl)-3-fluorooxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methyl [(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] hydrogen phosphate
  参考文献：
  名称：

  Synthesis and Biological Activity of New Sugar Modified 2′,5′-Oligoadenylate Trimers

  摘要：

  New 2',5'-oligonucleotide trimers containing 2',3'-dideoxy-3'-fluoro derivatives of adenosine at the 2'-terminal end of oligomers have been synthesized. Some of the synthesized trimers showed biological inhibitions of HIV-1 reverse transcriptase and HIV-1 induced syncytia formation.

  DOI：

  10.1080/07328319708002949
• 作为产物：
  描述：

  N-[9-((2R,3S,4S,5R)-3-Azido-4-fluoro-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-benzamide 在 吡啶 、 四氮唑 、 ammonium hydroxide 、 三苯基氯硅烷 、 对甲苯磺酸 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 生成 Adenyly-(2'-5')-adenylyl-(2'-5')-2'-azido-2',3'-dideoxy-3'-fluoroadenosine
  参考文献：
  名称：

  Synthesis and Biological Activity of New Sugar Modified 2′,5′-Oligoadenylate Trimers

  摘要：

  New 2',5'-oligonucleotide trimers containing 2',3'-dideoxy-3'-fluoro derivatives of adenosine at the 2'-terminal end of oligomers have been synthesized. Some of the synthesized trimers showed biological inhibitions of HIV-1 reverse transcriptase and HIV-1 induced syncytia formation.

  DOI：

  10.1080/07328319708002949