2',3'-di-O-acetyl-5'-deoxy-5'-(methylsulfonyl)adenosine | 156430-69-2

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 5'-脱氧核糖核苷
• 英文名称: 2',3'-di-O-acetyl-5'-deoxy-5'-(methylsulfonyl)adenosine
• CAS: 156430-69-2
• 化学式: C₁₅H₁₉N₅O₇S
• 分子量: 413.411
• InChiKey: PNCIOMPLMXFIAX-SDBHATRESA-N

物化性质

• 沸点：
  695.4±65.0 °C(predicted)
• 密度：
  1.70±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.79
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  165.59
• 氢给体数：
  1.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  2',3'-di-O-acetyl-5'-deoxy-5'-(methylsulfonyl)adenosine 在 亚硝酸特丁酯 、 氨 作用下， 生成 5'-deoxy-5'-(methylsulfonyl)inosine
  参考文献：
  名称：

  Nucleic Acid Related Compounds. 82. Conversions of Adenosine to Inosine 5′-Thioether Derivatives withAspergillus oryzaeAdenosine Deaminase or Alkyl Nitrites. Substrate and Inhibitory Activities of Inosine 5′-Thioether Derivatives with Purine Nucleoside Phosphorylase

  摘要：

  Adenosine derivatives lacking a 5'-hydroxyl group seldom act as alternative substrates of adenosine deaminases from calf intestine and other mammalian sources. A deaminase from Aspergillus oryzae deaminated adenosine 5'-thioether derivatives cleanly and more efficiently than alkyl nitrites. The inosine derivatives were very poor alternative substrates and weak inhibitors of purine nucleoside phosphorylase.

  DOI：

  10.1080/15257779408013249
• 作为产物：
  描述：

  2',3'-Di-O-acetyl-5'-deoxy-5'-(methylthio)adenosine 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到2',3'-di-O-acetyl-5'-deoxy-5'-(methylsulfonyl)adenosine
  参考文献：
  名称：

  Nucleic Acid Related Compounds. 82. Conversions of Adenosine to Inosine 5′-Thioether Derivatives withAspergillus oryzaeAdenosine Deaminase or Alkyl Nitrites. Substrate and Inhibitory Activities of Inosine 5′-Thioether Derivatives with Purine Nucleoside Phosphorylase

  摘要：

  Adenosine derivatives lacking a 5'-hydroxyl group seldom act as alternative substrates of adenosine deaminases from calf intestine and other mammalian sources. A deaminase from Aspergillus oryzae deaminated adenosine 5'-thioether derivatives cleanly and more efficiently than alkyl nitrites. The inosine derivatives were very poor alternative substrates and weak inhibitors of purine nucleoside phosphorylase.

  DOI：

  10.1080/15257779408013249