Z | 1309441-57-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Z
• CAS: 1309441-57-3
• 化学式: C₁₄H₂₀N₄O₉
• 分子量: 388.334
• InChiKey: WLNDKWKCHKMJJP-DNRKLUKYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.79
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  190.86
• 氢给体数：
  3.0
• 氢受体数：
  13.0

反应信息

• 作为产物：
  描述：

  2',3',5'-三乙酰鸟苷 在 [Ni(2,12-dimethyl-3,7,11,17-tetraazabicyclo[11.3.1]heptadeca-1(17),2,11,13,15-pentane)](2+) 、 potassium peroxymonosulfate 作用下， 反应 0.5h， 生成 Z 、 Iz 、 2-lh 、 N¹-(2',3',5'-tri-O-acetyl-β-D-erythro-pentanosyl)-5-guanidinohydantoin 、 3-(2,3,5-tri-O-acetyl-β-D-erythro-pentofuranosyl)-2,4,6-trioxo-[1,3,5]triazine-1-carboxamidine 、 Sp
  参考文献：
  名称：

  Comparison of transition metal-mediated oxidation reactions of guanine in nucleoside and single-stranded oligodeoxynucleotide contexts

  摘要：

  As the most readily oxidized of DNA's four natural bases, guanine is a prime target for attack by reactive oxygen species (ROS) and transition metal-mediated oxidants. The oxidation products of a modified guanosine nucleoside and of a single-stranded oligodeoxynucleotide, 5'-d(TTTTTTTGTTTTTTT)-3' have been studied using oxidants that include Co-II, Ni-II, and Ir-IV compounds as well as photochemically generated oxidants such as sulfate radical, electron-transfer agents and singlet oxygen. The oxidized lesions formed include spiroiminodihydantoin (Sp), guanidinohydantoin (Gh), imidazolone (Iz), oxazolone (Z) and 5-carboxamido-5-formamido-2-iminohydantion (2-Ih) nucleosides with a high degree of dependence on the exact oxidation system employed. Interestingly, a nickel(II) macrocyclic complex in conjunction with KHSO5 leads to the recently reported 2-Ih heterocycle as the major product in both the nucleoside and oligonucleotide contexts. (C) 2010 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2010.12.063