(R)-1,2-cyclohexylidenedioxynon-3-yne | 1187311-35-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-1,2-cyclohexylidenedioxynon-3-yne
• CAS: 1187311-35-8
• 化学式: C₁₅H₂₄O₂
• 分子量: 236.354
• InChiKey: YSKYAVHHJXAJOF-CQSZACIVSA-N

物化性质

• 沸点：
  336.7±37.0 °C(predicted)
• 密度：
  1.00±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.65
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (R)-1,2-cyclohexylidenedioxynon-3-yne 在 sodium periodate 、 ruthenium(IV) oxide hydrate 作用下， 以 四氯化碳 、 水 、 乙腈 为溶剂， 反应 0.5h， 以26%的产率得到(S)-1,2-cyclohexylidenedioxy-3,4-nonadione
  参考文献：
  名称：

  Inhibition of Pseudomonas aeruginosa quorum sensing by AI-2 analogs

  摘要：

  Autoinducer-2 (AI-2) has been suggested to serve as a universal interspecies quorum sensing signaling molecule. We have synthesized a set of AI-2 analogs with small incremental changes in alkyl substitution on C-2 and evaluated them for their agonistic and antagonistic potential as quorum sensing (QS) attenuators in two different bacterial species: Pseudomonas aeruginosa and Vibrio harveyi. Unexpectedly, several of the analogs were found to function as synergistic QS agonists in V. harveyi, while two of these analogs inhibit QS in P. aeruginosa. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.163
• 作为产物：
  描述：

  1-碘戊烷 、 1,2-cyclohexylidenedioxybut-3-yne 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 19.5h， 以50%的产率得到(R)-1,2-cyclohexylidenedioxynon-3-yne
  参考文献：
  名称：

  Inhibition of Pseudomonas aeruginosa quorum sensing by AI-2 analogs

  摘要：

  Autoinducer-2 (AI-2) has been suggested to serve as a universal interspecies quorum sensing signaling molecule. We have synthesized a set of AI-2 analogs with small incremental changes in alkyl substitution on C-2 and evaluated them for their agonistic and antagonistic potential as quorum sensing (QS) attenuators in two different bacterial species: Pseudomonas aeruginosa and Vibrio harveyi. Unexpectedly, several of the analogs were found to function as synergistic QS agonists in V. harveyi, while two of these analogs inhibit QS in P. aeruginosa. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.163