1-(4-羟基-2-氧代-2H-吡喃-6-基)-6-甲基庚烷-2,4-二酮 | 1107663-83-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 中文名称: 1-(4-羟基-2-氧代-2H-吡喃-6-基)-6-甲基庚烷-2,4-二酮
• 英文名称: 1-(4-hydroxy-2-oxo-2H-pyran-6-yl)-6-methylheptane-2,4-dione
• CAS: 1107663-83-1
• 化学式: C₁₃H₁₆O₅
• 分子量: 252.267
• InChiKey: XQHCHSUEROYAEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.46
• 重原子数：
  18.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  84.58
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  异戊酰基辅酶 A 锂盐水合物 、 丙二酰辅酶A-钠盐 在 recombinant N-His-tagged hexaketide synthase of Drosophyllum lusitanicum Link 作用下， 生成 4-羟基-6-异丁基吡喃-2-酮 、 1-(4-羟基-2-氧代-2H-吡喃-6-基)-6-甲基庚烷-2,4-二酮 、 4-hydroxy-6-(4'-methyl-2'-oxopentyl)pyran-2-one
  参考文献：
  名称：

  Pyrone polyketides synthesized by a type III polyketide synthase from Drosophyllum lusitanicum

  摘要：

  To isolate cDNAs involved in the biosynthesis of acetate-derived naphthoquinones in Drosophyllum lusitanicum, an expressed sequence tag analysis was performed. RNA from callus cultures was used to create a cDNA library from which 2004 expressed sequence tags were generated. One cDNA with similarity to known type III polyketicle synthases was isolated as full-length sequence and termed DluHKS. The translated polypepticle sequence of DIuHKS showed 51-67% identity with other plant type III PKSs. Recombinant DIuHKS expressed in Escherichia coli accepted acetyl-coenzyme A (CoA) as starter and carried out sequential decarboxylative condensations with malonyl-CoA yielding ot-pyrones from three to six acetate units. However, naphthalenes, the expected products, were not isolated. Since the main compound produced by DIuHKS is a hexaketicle ot-pyrone, and the naphthoquinones in D. lusitanicum are composed of six acetate units, we propose that the enzyme provides the backbone of these secondary metabolites. An involvement of accessory proteins in this biosynthetic pathway is discussed. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2008.03.013