diazoacetylcycloheptane | 193222-78-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: diazoacetylcycloheptane
• 英文别名: 1-Cycloheptyl-2-diazoethanone
• CAS: 193222-78-5
• 化学式: C₉H₁₄N₂O
• 分子量: 166.223
• InChiKey: BWNFUCFQZNOAQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  19.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  diazoacetylcycloheptane 在 四丁基氟化铵 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 生成 1-cycloheptyl-2-diazo-3,4-dihydroxybutan-1-one
  参考文献：
  名称：

  Altering the Communication Networks of Multispecies Microbial Systems Using a Diverse Toolbox of AI-2 Analogues

  摘要：

  There have been intensive efforts to find small molecule antagonists for bacterial quorum sensing (QS) mediated by the "universal" QS autoinducer, AI-2. Previous work has shown that linear and branched aryl analogues of AI-2 can selectively modulate AI-2 signaling in bacteria. Additionally, LsrK-dependent phosphorylated analogues have been implicated as the active inhibitory form against AI-2 signaling. We used these observations to synthesize an expanded and diverse array of AI-2 analogues, which included aromatic as well as cyclic C-1-alkyl analogues. Species-specific analogues that disrupted AI-2 signaling in Escherichia coli and Salmonella typhimurium were identified. Similarly, analogues that disrupted QS behaviors in Pseudomonas aeruginosa were found. Moreover, we observed a strong correlation between LsrK-dependent phosphorylation of these acyl analogues and their ability to suppress QS. Significantly, we demonstrate that these analogues can selectively antagonize QS in single bacterial strains in a physiologically relevant polymicrobial culture.

  DOI：

  10.1021/cb200524y
• 作为产物：
  描述：

  环庚甲酸 在 草酰氯 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 diazoacetylcycloheptane
  参考文献：
  名称：

  四酰基丙二醇酯催化重氮乙酰基环烷烃分解的不寻常产物

  摘要：

  重氮基乙酰基环烷烃的Rh 2（OAc）4辅助分解显示可产生环烷基乙酸（沃尔夫重排），意外的环烷基羧酸和双环酮（分子内CH键插入）。另一方面，Rh 2（OCOCF 3）4促进的反应提供了双环酮和烯酮二聚体。

  DOI：

  10.1016/s0040-4020(97)00507-3