thymin-7-yl radical | 80857-92-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: thymin-7-yl radical
• CAS: 80857-92-7
• 化学式: C₅H₅N₂O₂
• 分子量: 125.107
• InChiKey: RGCSKRWKMJWADY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.75
• 重原子数：
  9.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.72
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  胸腺嘧啶 在 hydroxide 作用下， 生成 5-Pyrimidinyl, hexahydro-4-hydroxy-5-methyl-2,6-dioxo- 、 5-hydroxy-5,6-dihydrothymine-6-yl radical 、 thymin-7-yl radical
  参考文献：
  名称：

  OH自由基与胸腺嘧啶和尿嘧啶衍生物的反应机理。

  摘要：

  DOI：

  10.1021/ja00279a050

文献信息

• Radiation-induced free-radical formation in thymine derivatives: EPR/ENDOR of anhydrous thymine single crystals x-irradiated at 10 K
  作者：Einar Sagstuen、Eli O. Hole、William H. Nelson、David M. Close

  DOI：10.1021/j100182a019

  日期：1992.2

  Anhydrous single crystals of thymine have been X-irradiated at 10 K and studied using K-band EPR, ENDOR, and FSE spectroscopy. In addition to several radical pairs, five monoradicals were formed and stabilized at this temperature. It is demonstrated that the dominating radical pair species analyzed previously (Bergene, R.; Melo, T. B. Int. J. Radiat. Biol. 1973, 23, 255) consists of two radicals, each formed by net hydrogen abstraction from the methyl group. The five monoradicals were identified to be the O4-protonated thymine anion, the thymine-7-yl radical formed by net hydrogen abstraction from the methyl group, the 6-yl radical formed by net hydrogen addition to C5, the 5-yl radical formed by net hydrogen addition to C6, and the I-yl radical formed by net hydrogen abstraction from NI. Upon thermal annealing, the protonated anion decays before 60 K apparently with no successor, and the 6-yl radical decays slowly by storage at room temperature, most probably by a transformation into the 5-yl radical. Possible mechanisms for the formation of these radicals are discussed. These involve processes initiated by primary ionization followed by charge neutralization by protonation/deprotonation or by geminate recombination leading to the formation of hydrogen atoms by homolytic bond scission from molecules in (super)excited states.