2,2-difluoro-4-methylenepentanedioic acid | 1307857-45-9

• 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: 2,2-difluoro-4-methylenepentanedioic acid
• 英文别名: 2,2-difluoro-4-methylidenepentanedioic acid
• CAS: 1307857-45-9
• 化学式: C₆H₆F₂O₄
• 分子量: 180.108
• InChiKey: SEJFKMHKHJIQIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  diethyl 2,2-difluoro-4-methylenepentanedioate 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以75%的产率得到2,2-difluoro-4-methylenepentanedioic acid
  参考文献：
  名称：

  2-Difluoromethylene-4-methylenepentanoic Acid, A Paradoxical Probe Able To Mimic the Signaling Role of 2-Oxoglutaric Acid in Cyanobacteria

  摘要：

  2-Difluoromethylene-4-methylenepentanoic acid (DFMPA), a seemingly deviated analog of 2-oxoglutaric acid (2-OG), could surprisingly mimic its signaling function in cyanobacteria. Computer modeling revealed the favorable binding of DFMPA toward the 2-OG receptor, NtcA, via mutual conformational changes, suggesting that structural alteration of 2-OG is tolerated for it to exercise its signaling role. This extremely useful finding could be exploited for the design of affinity probes with which to study new 2-OG receptors In related signaling pathways.

  DOI：

  10.1021/ol2009544

文献信息

• 2-Difluoromethylene-4-methylenepentanoic Acid, A Paradoxical Probe Able To Mimic the Signaling Role of 2-Oxoglutaric Acid in Cyanobacteria
  作者：Xinjun Liu、Han Chen、Erik Laurini、Yang Wang、Valentina Dal Col、Paola Posocco、Fabio Ziarelli、Maurizio Fermeglia、Cheng-Cai Zhang、Sabrina Pricl、Ling Peng

  DOI：10.1021/ol2009544

  日期：2011.6.3

  2-Difluoromethylene-4-methylenepentanoic acid (DFMPA), a seemingly deviated analog of 2-oxoglutaric acid (2-OG), could surprisingly mimic its signaling function in cyanobacteria. Computer modeling revealed the favorable binding of DFMPA toward the 2-OG receptor, NtcA, via mutual conformational changes, suggesting that structural alteration of 2-OG is tolerated for it to exercise its signaling role. This extremely useful finding could be exploited for the design of affinity probes with which to study new 2-OG receptors In related signaling pathways.