S-(2-acetamidoethyl) 5-methyl-3-oxotetradecanethioate | 1408005-83-3

• 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: S-(2-acetamidoethyl) 5-methyl-3-oxotetradecanethioate
• CAS: 1408005-83-3
• 化学式: C₁₉H₃₅NO₃S
• 分子量: 357.558
• InChiKey: DZNOMBITNMWOPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  24
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  88.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  malonyl CoA 、 S-(2-acetamidoethyl) 5-methyl-3-oxotetradecanethioate 在 乙二胺四乙酸 、 N-His₆-type III polyketide synthase 作用下， 以 aq. phosphate buffer 为溶剂， 反应 6.0h， 生成 5-(2-methylundecyl)benzene-1,3-diol 、 5-(2-methylundecyl)benzene-1,3-diol
  参考文献：
  名称：

  Cylindrocyclophane Biosynthesis Involves Functionalization of an Unactivated Carbon Center

  摘要：

  The cylindrocyclophanes are a family of natural products that share a remarkable paracyclophane carbon scaffold. Using genome sequencing and bioinformatic analyses; we have discovered a biosynthetic gene cluster involved in the assembly of cylindrocyclophane F. Through a combination of in vitro enzyme characterization and feeding Studies, We Confirm the connection between this gene cluster and cylindrocyclophane production, elucidate the chemical events involved in initiating and terminating an unusual type I polyketide synthase assembly line, and discover that macrocycle assembly involves functionalization of an unactivated carbon center.

  DOI：

  10.1021/ja308318p
• 作为产物：
  描述：

  3-甲基-十二烷酸 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 生成 S-(2-acetamidoethyl) 5-methyl-3-oxotetradecanethioate
  参考文献：
  名称：

  Cylindrocyclophane Biosynthesis Involves Functionalization of an Unactivated Carbon Center

  摘要：

  The cylindrocyclophanes are a family of natural products that share a remarkable paracyclophane carbon scaffold. Using genome sequencing and bioinformatic analyses; we have discovered a biosynthetic gene cluster involved in the assembly of cylindrocyclophane F. Through a combination of in vitro enzyme characterization and feeding Studies, We Confirm the connection between this gene cluster and cylindrocyclophane production, elucidate the chemical events involved in initiating and terminating an unusual type I polyketide synthase assembly line, and discover that macrocycle assembly involves functionalization of an unactivated carbon center.

  DOI：

  10.1021/ja308318p