<2,3-13C2>-3-oxo-7-methyloctanoic acid N-acetylcysteamine thioester | 137570-40-2

• 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: <2,3-13C2>-3-oxo-7-methyloctanoic acid N-acetylcysteamine thioester
• 英文别名: S-(2-acetamidoethyl) 7-methyl-3-oxo(2,3-13C2)octanethioate
• CAS: 137570-40-2
• 化学式: C₁₃H₂₃NO₃S
• 分子量: 275.375
• InChiKey: GGAFMKQOIAYSOO-GPBGCBARSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.17
• 重原子数：
  18.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  63.24
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  <1-13C>-5-methylhexanenitrile 在 硼酸三甲酯 、 potassium carbonate 、 N,N'-羰基二咪唑 、 锌 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 121.75h， 生成 <2,3-13C2>-3-oxo-7-methyloctanoic acid N-acetylcysteamine thioester
  参考文献：
  名称：

  Biosynthesis of virginiae butanolide A, a butyrolactone autoregulator from Streptomyces

  摘要：

  Virginiae butanolide A (VB A) (3) is one of the virginiamycin-inducing factors from Streptomyces virginiae and has a unique 2,3-disubstituted butanolide skeleton which is common to other signal molecules in Streptomyces. The biosynthesis of 3 in Streptomyces antibioticus, a high producer of 3, was studied by experiments with labeled precursors. C-13 and H-2 NMR results as well as CI-MS analyses of dibenzoate samples indicated that the probable biosynthetic pathway to 3 involved coupling between a beta-keto acid derivative and a C3 unit from glycerol, such as dihydroxyacetone or a derivative.

  DOI：

  10.1021/ja00028a037