2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]guanidine | 1423158-34-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]guanidine
• CAS: 1423158-34-2
• 化学式: C₆H₁₃N₃O₄
• 分子量: 191.187
• InChiKey: ZWTITZBOIUZLCC-TXICZTDVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  134
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  8-叠氮酰苷 在 溶剂黄146 作用下， 反应 3.0h， 以20%的产率得到2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]guanidine
  参考文献：
  名称：

  Oxidation of Adenosine and Inosine: The Chemistry of 8-Oxo-7,8-dihydropurines, Purine Iminoquinones, and Purine Quinones as Observed by Ultrafast Spectroscopy

  摘要：

  Oxidative damage to purine nucleic acid bases proceeds through quinoidal intermediates derived from their corresponding 8-oxo-7,8-dihydropurine bases. Oxidation studies of 8-oxo-7,8-dihyroadenosine and 8-oxo-7,8-dihydroinosine indicate that these quinoidal species can produce stable cross links with a wide variety of nucleophiles in the 2-positions of the purines. An azide precursor for the adenosine iminoquinone has been synthesized and applied in ultrafast transient absorption spectroscopic studies. Thus, the adenosine iminoquinone can be observed directly, and its susceptibility to nudeophilic attack with various nucleophiles as well as the stability of the resulting cross linked species have been evaluated Finally, these observations indicate that this azide might be a very useful photoaffurity labeling agent, because the reactive intermediate, adenosine iminoquinone, is such a good mimic for the universal purine base adenosine.

  DOI：

  10.1021/ja3068148

文献信息

• PALLADIUM-COPPER CATALYSTS FOR THE HOMOGENEOUS SELECTIVE OXIDATION OF THIOL GROUPS
  申请人："Ivy Pharm" Limited Liability Company

  公开号：EP2664614A1

  公开（公告）日：2013-11-20

  A palladium-copper catalyst of homogeneous selective oxidation of thiols is proposed, combining a functional binuclear thiolate-bridged coordination compound of palladium (II) and a modifying thiolate complex of copper (I), having the general formula         [Pd2II(µ-SR)2(NH3)4] · CuIk(SR)m}     (I), where SR is the residue of a thiolate ligand, chosen from the group including a residue of glutathione and acetylcysteine, k = 2 to 14, m ≥ 3k. Also proposed are a catalytic combination, a pharmacological combination, a pharmaceutical composition, and a method of therapeutic action on a patient's organism based on the indicated catalyst.

  提出了一种硫醇均相选择性氧化的钯铜催化剂，该催化剂结合了钯 (II) 的功能性双核硫醇桥式配位化合物和铜 (I) 的改性硫醇酸盐络合物，其通式为 [Pd2II(µ-SR)2(NH3)4] - CuIk(SR)m} (I)、 其中 SR 是硫醇配体的残基，选自包括谷胱甘肽和乙酰半胱氨酸残基在内的组、 k = 2 至 14、 m≥3k。 还提出了一种催化组合物、一种药理组合物、一种药物组合物以及一种基于所述催化剂对患者机体起治疗作用的方法。
• Oxidation of Adenosine and Inosine: The Chemistry of 8-Oxo-7,8-dihydropurines, Purine Iminoquinones, and Purine Quinones as Observed by Ultrafast Spectroscopy
  作者：Denis I. Nilov、Dmitry Y. Komarov、Maxim S. Panov、Kanykey E. Karabaeva、Andrey S. Mereshchenko、Alexander N. Tarnovsky、R. Marshall Wilson

  DOI：10.1021/ja3068148

  日期：2013.3.6

  Oxidative damage to purine nucleic acid bases proceeds through quinoidal intermediates derived from their corresponding 8-oxo-7,8-dihydropurine bases. Oxidation studies of 8-oxo-7,8-dihyroadenosine and 8-oxo-7,8-dihydroinosine indicate that these quinoidal species can produce stable cross links with a wide variety of nucleophiles in the 2-positions of the purines. An azide precursor for the adenosine iminoquinone has been synthesized and applied in ultrafast transient absorption spectroscopic studies. Thus, the adenosine iminoquinone can be observed directly, and its susceptibility to nudeophilic attack with various nucleophiles as well as the stability of the resulting cross linked species have been evaluated Finally, these observations indicate that this azide might be a very useful photoaffurity labeling agent, because the reactive intermediate, adenosine iminoquinone, is such a good mimic for the universal purine base adenosine.