N²-nitro-2'-deoxyguanosine

• 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: N²-nitro-2'-deoxyguanosine
• 英文别名: N-[9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]nitramide
• 化学式: C₁₀H₁₂N₆O₆
• 分子量: 312.242
• InChiKey: BZPOWHYRYASXLQ-KVQBGUIXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  167
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2'-脱氧鸟苷 在 氧气 、 氧化亚氮 作用下， 以 phosphate buffer 为溶剂， 反应 3.0h， 以1.33%的产率得到8-nitroxanthine
  参考文献：
  名称：

  Nitration of 2‘-Deoxyguanosine by a NO/O₂ Gas Mixture:  Identification and Characterization of N²-Nitro-2‘-deoxyguanosine

  摘要：

  [GRAPHICS]A gas mixture of NO and O-2 was bubbled into 2'-deoxyguanosine solution at neutral pH and 37 degreesC. A novel nitrated nucleoside was generated in the reaction mixture in addition to 8-nitroguanine, 8-nitroxanthine, 2'-deoxyxanthosine, xanthine, and guanine. The novel nucleoside was identified as N(2-)nitro-2'-deoxyguanosine by spectrometric data.

  DOI：

  10.1021/ol0300468

文献信息

• Nitration of 2‘-Deoxyguanosine by a NO/O₂ Gas Mixture:  Identification and Characterization of <i>N</i>²-Nitro-2‘-deoxyguanosine
  作者：Masaki Yamada、Toshinori Suzuki、Kenji Kanaori、Kunihiko Tajima、Shunji Sakamoto、Tsutomu Kodaki、Keisuke Makino

  DOI：10.1021/ol0300468

  日期：2003.9.1

  [GRAPHICS]A gas mixture of NO and O-2 was bubbled into 2'-deoxyguanosine solution at neutral pH and 37 degreesC. A novel nitrated nucleoside was generated in the reaction mixture in addition to 8-nitroguanine, 8-nitroxanthine, 2'-deoxyxanthosine, xanthine, and guanine. The novel nucleoside was identified as N(2-)nitro-2'-deoxyguanosine by spectrometric data.