4-(methoxymethoxy)-6-[(1E,3E,5E,7E)-3-methylnona-1,3,5,7-tetraenyl]-2-pyran-2-one | 922185-76-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 4-(methoxymethoxy)-6-[(1E,3E,5E,7E)-3-methylnona-1,3,5,7-tetraenyl]-2-pyran-2-one
• 英文别名: 4-(methoxymethoxy)-6-[(1E,3E,5E,7E)-3-methylnona-1,3,5,7-tetraenyl]pyran-2-one
• CAS: 922185-76-0
• 化学式: C₁₇H₂₀O₄
• 分子量: 288.343
• InChiKey: FANSFIYQPNDJOA-UPJNDSKRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(methoxymethoxy)-6-[(1E,3E,5E,7E)-3-methylnona-1,3,5,7-tetraenyl]-2-pyran-2-one 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以30%的产率得到2-hydroxy-4-[(1E,3E,5E,7E)-3-methylnona-1,3,5,7-tetraen-1-yl]-2-pyranone
  参考文献：
  名称：

  Syntheses of Conjugated Pyrones for the Enzymatic Assay of Lovastatin Nonaketide Synthase, an Iterative Polyketide Synthase

  摘要：

  Lovastatin nonaketide synthase (LovB, LNKS) is an iterative type I polyketide synthase (PKS) from Aspergillus terreus that produces dihydromonacolin L (2), the biosynthetic precursor of lovastatin (1), from acetyl CoA, malonyl CoA, and S-adenosylmethionine (SAM) if the accessory protein LovC is present. In the absence of LovC, LNKS forms the conjugated pyrones 3 and 4 as truncated PKS products. Short syntheses of these pyrones provide material for the assay of LNKS activity by HPLC and radioisotope dilution analysis.

  DOI：

  10.1021/ol062763i
• 作为产物：
  描述：

  (E,E)-2,4-己二烯醛 在 正丁基锂 、 二异丁基氢化铝 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 77.0h， 生成 4-(methoxymethoxy)-6-[(1E,3E,5E,7E)-3-methylnona-1,3,5,7-tetraenyl]-2-pyran-2-one
  参考文献：
  名称：

  Syntheses of Conjugated Pyrones for the Enzymatic Assay of Lovastatin Nonaketide Synthase, an Iterative Polyketide Synthase

  摘要：

  Lovastatin nonaketide synthase (LovB, LNKS) is an iterative type I polyketide synthase (PKS) from Aspergillus terreus that produces dihydromonacolin L (2), the biosynthetic precursor of lovastatin (1), from acetyl CoA, malonyl CoA, and S-adenosylmethionine (SAM) if the accessory protein LovC is present. In the absence of LovC, LNKS forms the conjugated pyrones 3 and 4 as truncated PKS products. Short syntheses of these pyrones provide material for the assay of LNKS activity by HPLC and radioisotope dilution analysis.

  DOI：

  10.1021/ol062763i

文献信息

• Syntheses of Conjugated Pyrones for the Enzymatic Assay of Lovastatin Nonaketide Synthase, an Iterative Polyketide Synthase
  作者：Douglas A. Burr、Xuan B. Chen、John C. Vederas

  DOI：10.1021/ol062763i

  日期：2007.1.1

  Lovastatin nonaketide synthase (LovB, LNKS) is an iterative type I polyketide synthase (PKS) from Aspergillus terreus that produces dihydromonacolin L (2), the biosynthetic precursor of lovastatin (1), from acetyl CoA, malonyl CoA, and S-adenosylmethionine (SAM) if the accessory protein LovC is present. In the absence of LovC, LNKS forms the conjugated pyrones 3 and 4 as truncated PKS products. Short syntheses of these pyrones provide material for the assay of LNKS activity by HPLC and radioisotope dilution analysis.