腺苷-15NN1-氧化物 | 197227-85-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 中文名称: 腺苷-15NN1-氧化物
• 英文名称: (15-NH2)-adenosine N1-oxide
• CAS: 197227-85-3
• 化学式: C₁₀H₁₃N₅O₅
• 分子量: 284.237
• InChiKey: VYSCKHGOLQAMAT-ZGUONDJVSA-N

物化性质

• 熔点：
  217 °C (decomp)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.74
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  153.59
• 氢给体数：
  4.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  potassium,azanylidynemethane 、 腺苷-15NN1-氧化物 在 溴 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 C₁₀⁽¹³⁾CH₁₃N₄⁽¹⁵⁾N₂O₅⁽¹⁺⁾
  参考文献：
  名称：

  Use of a ¹³C Atom To Differentiate Two ¹⁵N-Labeled Nucleosides. Syntheses of [¹⁵NH₂]-Adenosine, [1,NH₂-¹⁵N₂]- and [2-¹³C-1,NH₂-¹⁵N₂]-Guanosine, and [1,7,NH₂-¹⁵N₃]- and [2-¹³C-1,7,NH₂-¹⁵N₃]-2‘-Deoxyguanosine

  摘要：

  We report the first examples of the specifically N-15 and C-13 multilabeled nucleosides: [1,NH2-N-15(2)]- and [2-C-13-1,NH2-N-15(2)-]-guanosine; [1,7,NH2-N-15(3)]- and [2-C-13-1,7,NH2-N-15(3)]-2'-deoxyguanosine. In each set, the [C-13] atom functions as a ''tag'' that allows the N1 and N2 N-15 atoms of two N-15-labeled guanines to be unambiguously differentiated in RNA and DNA fragments. The syntheses employ high-yield reactions in which protecting groups are not required and use relatively low cost sources of isotopes: [N-15]-ammonium chloride and [N-15]- Or [C-13,N-15]-potassium cyanide.

  DOI：

  10.1021/jo971206u
• 作为产物：
  描述：

  [15N⁶]-adenosine 在 间氯过氧苯甲酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 3.0h， 以92%的产率得到腺苷-15NN1-氧化物
  参考文献：
  名称：

  Use of a ¹³C Atom To Differentiate Two ¹⁵N-Labeled Nucleosides. Syntheses of [¹⁵NH₂]-Adenosine, [1,NH₂-¹⁵N₂]- and [2-¹³C-1,NH₂-¹⁵N₂]-Guanosine, and [1,7,NH₂-¹⁵N₃]- and [2-¹³C-1,7,NH₂-¹⁵N₃]-2‘-Deoxyguanosine

  摘要：

  We report the first examples of the specifically N-15 and C-13 multilabeled nucleosides: [1,NH2-N-15(2)]- and [2-C-13-1,NH2-N-15(2)-]-guanosine; [1,7,NH2-N-15(3)]- and [2-C-13-1,7,NH2-N-15(3)]-2'-deoxyguanosine. In each set, the [C-13] atom functions as a ''tag'' that allows the N1 and N2 N-15 atoms of two N-15-labeled guanines to be unambiguously differentiated in RNA and DNA fragments. The syntheses employ high-yield reactions in which protecting groups are not required and use relatively low cost sources of isotopes: [N-15]-ammonium chloride and [N-15]- Or [C-13,N-15]-potassium cyanide.

  DOI：

  10.1021/jo971206u