1-(2-Carboxyprop-2-enyl)cyclopropane-1-carboxylic acid | 1451750-72-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1-(2-Carboxyprop-2-enyl)cyclopropane-1-carboxylic acid
• 英文别名: 1-(2-carboxyprop-2-enyl)cyclopropane-1-carboxylic acid
• CAS: 1451750-72-3
• 化学式: C₈H₁₀O₄
• 分子量: 170.165
• InChiKey: PIZRXJFOADFXHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl 1-(3-ethoxy-2-hydroxy-3-oxopropyl)cyclopropane-1-carboxylate 在 正丁基锂 、 草酰氯 、 二甲基亚砜 、 lithium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 27.33h， 生成 1-(2-Carboxyprop-2-enyl)cyclopropane-1-carboxylic acid
  参考文献：
  名称：

  Structural Requirements of 2-Oxoglutaric Acid Analogues To Mimic Its Signaling Function

  摘要：

  A 2-oxoglutaric acid (2-OG) probe bearing a methylene group introduced at the C4 position and a vinyl group to replace the carbonyl group at the C2 position elicited characteristic affinity for NtcA, the 2-OG receptor, while maintaining the signaling function of the parent natural metabolite 2-OG. This discovery opens new perspectives in the design, synthesis, and implementation of specific 2-OG analogues as molecular probes for investigating the complex 2-OG signaling pathways.

  DOI：

  10.1021/ol401914z

文献信息

• Structural Requirements of 2-Oxoglutaric Acid Analogues To Mimic Its Signaling Function
  作者：Xinjun Liu、Yang Wang、Erik Laurini、Paola Posocco、Han Chen、Fabio Ziarelli、Annick Janicki、Fanqi Qu、Maurizio Fermeglia、Sabrina Pricl、Cheng-Cai Zhang、Ling Peng

  DOI：10.1021/ol401914z

  日期：2013.9.20

  A 2-oxoglutaric acid (2-OG) probe bearing a methylene group introduced at the C4 position and a vinyl group to replace the carbonyl group at the C2 position elicited characteristic affinity for NtcA, the 2-OG receptor, while maintaining the signaling function of the parent natural metabolite 2-OG. This discovery opens new perspectives in the design, synthesis, and implementation of specific 2-OG analogues as molecular probes for investigating the complex 2-OG signaling pathways.