luminmycin C | 1394140-15-8

• 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: luminmycin C
• 英文别名: Luminmycin C；(2S)-2-[[(2S)-6-amino-2-[[(2S,3R)-2-[[(2E,4E)-dodeca-2,4-dienoyl]amino]-3-hydroxybutanoyl]amino]hexanoyl]amino]propanoic acid
• CAS: 1394140-15-8
• 化学式: C₂₅H₄₄N₄O₆
• 分子量: 496.648
• InChiKey: XQMCXKGPQLLQCI-PKOCWPOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  35
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  171
• 氢给体数：
  6
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  luminmycin C 在 盐酸 作用下， 以 水 为溶剂， 反应 16.0h， 生成 L-丙氨酸 、 L-苏氨酸 、 L-赖氨酸
  参考文献：
  名称：

  Luminmycins A–C, Cryptic Natural Products from Photorhabdus luminescens Identified by Heterologous Expression in Escherichia coli

  摘要：

  The 18 kb "silent" luminmycin biosynthetic pathway from Photorhabdus luminescens was cloned into a vector by using the newly established linear-linear homologous recombination and successfully expressed in Escherichia coli. Luminmycins A-C (1-3) were isolated from the heterologous host, and their structures were elucidated using 2D NMR spectroscopy and HRESIMS. Luminmycin A is a deoxy derivative of the previously reported glidobactin A, while luminmycins B and C most likely represent its acyclic biosynthetic intermediates. Compound 1 showed cytotoxicity against the human colon carcinoma HCT-116 cell line with an IC50 value of 91.8 nM, while acyclic 2 was inactive at concentrations as high as 100 mu g/mL.

  DOI：

  10.1021/np300444e

文献信息

• Luminmycins A–C, Cryptic Natural Products from <i>Photorhabdus luminescens</i> Identified by Heterologous Expression in <i>Escherichia coli</i>
  作者：Xiaoying Bian、Alberto Plaza、Youming Zhang、Rolf Müller

  DOI：10.1021/np300444e

  日期：2012.9.28

  The 18 kb "silent" luminmycin biosynthetic pathway from Photorhabdus luminescens was cloned into a vector by using the newly established linear-linear homologous recombination and successfully expressed in Escherichia coli. Luminmycins A-C (1-3) were isolated from the heterologous host, and their structures were elucidated using 2D NMR spectroscopy and HRESIMS. Luminmycin A is a deoxy derivative of the previously reported glidobactin A, while luminmycins B and C most likely represent its acyclic biosynthetic intermediates. Compound 1 showed cytotoxicity against the human colon carcinoma HCT-116 cell line with an IC50 value of 91.8 nM, while acyclic 2 was inactive at concentrations as high as 100 mu g/mL.