(Z)-N-(4-decenoyl)-L-homoserine lactone | 1400575-29-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (Z)-N-(4-decenoyl)-L-homoserine lactone
• 英文别名: (Z)-N-[(3S)-2-oxooxolan-3-yl]dec-4-enamide
• CAS: 1400575-29-2
• 化学式: C₁₄H₂₃NO₃
• 分子量: 253.342
• InChiKey: XFRPVRMSBQARMO-DGMVEKRQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(四氢吡喃-2-氧基)-4-癸炔 在 Jones reagent 、 氢气 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 丙酮 为溶剂， 生成 (Z)-N-(4-decenoyl)-L-homoserine lactone
  参考文献：
  名称：

  (Z)-N-(4-Decenoyl)homoserine lactone, a new quorum-sensing molecule, produced by endobacteria associated with Mortierella alpina A-178

  摘要：

  N-Acylhomoserine lactones (AHLs) are the conserved quorum-sensing signal molecules in Gram-negative bacteria. (Z)-N-(4-Decenoyl)homoserine lactone (1), a new AHL, was isolated from the culture broth of the fungus Mortierella alpina A-178 harboring bacterial endosymbionts, called endobacteria. The structure and absolute configuration of 1 were elucidated by El-MS, chemical synthesis, and chiral GC analysis. The compound induced the expression of a QS-regulated reporter gene in Agrobacterium tumejaciens NTL4, although its activity was lower than that of N-decanoylhomoserine lactone (6). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.133

文献信息

• (Z)-N-(4-Decenoyl)homoserine lactone, a new quorum-sensing molecule, produced by endobacteria associated with Mortierella alpina A-178
  作者：Kenji Kai、Koji Kasamatsu、Hideo Hayashi

  DOI：10.1016/j.tetlet.2012.07.133

  日期：2012.10

  N-Acylhomoserine lactones (AHLs) are the conserved quorum-sensing signal molecules in Gram-negative bacteria. (Z)-N-(4-Decenoyl)homoserine lactone (1), a new AHL, was isolated from the culture broth of the fungus Mortierella alpina A-178 harboring bacterial endosymbionts, called endobacteria. The structure and absolute configuration of 1 were elucidated by El-MS, chemical synthesis, and chiral GC analysis. The compound induced the expression of a QS-regulated reporter gene in Agrobacterium tumejaciens NTL4, although its activity was lower than that of N-decanoylhomoserine lactone (6). (C) 2012 Elsevier Ltd. All rights reserved.