(all-E)-3,7-diethyl-11,15,19-trimethyleicosa-2,6,10,14,18-pentaen-1-ol

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (all-E)-3,7-diethyl-11,15,19-trimethyleicosa-2,6,10,14,18-pentaen-1-ol
• 英文别名: (2E,6E,10E,14E)-3,7-diethyl-11,15,19-trimethylicosa-2,6,10,14,18-pentaen-1-ol
• 化学式: C₂₇H₄₆O
• 分子量: 386.662
• InChiKey: GQPLAOUGHUHTAS-TUYFBZQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  28
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-ethylbut-3-enyl diphosphate 、 farnesyl pyrophosphate 在 Tris-HCl buffer 、 Micrococcus luteus B-P 26 hexaprenyl diphosphate synthase 、 magnesium chloride 、 acid phosphatase 作用下， 反应 24.0h， 生成 (all-E)-3-ethyl-7,11,15-trimethylhexadeca-2,6,10,14-tetraen-1-ol 、 (all-E)-3,7-diethyl-11,15,19-trimethyleicosa-2,6,10,14,18-pentaen-1-ol
  参考文献：
  名称：

  Artificial substrates of medium-chain elongating enzymes, hexaprenyl- and heptaprenyl diphosphate synthases

  摘要：

  We examined the reactivity of 3-alkyl group homologues of farnesyl diphosphate or isopentenyl diphosphate for medium-chain prenyl diphosphate synthases, hexaprenyl diphosphate- or heptaprenyl diphosphate synthase. But-3-enyl diphosphate, which lacks the methyl group at the 3-position of isopentenyl diphosphate, condensed only once with farnesyl diphosphate to give E-norgeranylgeranyl diphosphate by the action of either enzyme. However, norfarnesyl diphosphate was never accepted as an allylic substrate at all. 3-Ethylbut-3-enyl diphosphate also reacted with farnesyl diphosphate giving a mixture of (all-E)-3-ethyl7,11,15-trimethylhexadeca-2,6,10,14-tetraenyl- and (all-E)-3,7-diethyl-11,15,19-trimethylicosa-2,6,10,14,18-pentaenyl diphosphates by hexaprenyl diphosphate synthase. On the other hand, heptaprenyl diphosphate synthase reaction of 3-ethylbut-3-enyl diphosphate with farnesyl diphosphate gave only (all-E)-3-ethyl-7,11,15-trimethylhexadeca-2,6,10,14-tetraenyl diphosphate. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00391-2

文献信息

• Artificial substrates of medium-chain elongating enzymes, hexaprenyl- and heptaprenyl diphosphate synthases
  作者：Masahiko Nagaki、Kosei Kimura、Hiroaki Kimura、Yuji Maki、Eiji Goto、Tokuzo Nishino、Tanetoshi Koyama

  DOI：10.1016/s0960-894x(01)00391-2

  日期：2001.8

  We examined the reactivity of 3-alkyl group homologues of farnesyl diphosphate or isopentenyl diphosphate for medium-chain prenyl diphosphate synthases, hexaprenyl diphosphate- or heptaprenyl diphosphate synthase. But-3-enyl diphosphate, which lacks the methyl group at the 3-position of isopentenyl diphosphate, condensed only once with farnesyl diphosphate to give E-norgeranylgeranyl diphosphate by the action of either enzyme. However, norfarnesyl diphosphate was never accepted as an allylic substrate at all. 3-Ethylbut-3-enyl diphosphate also reacted with farnesyl diphosphate giving a mixture of (all-E)-3-ethyl7,11,15-trimethylhexadeca-2,6,10,14-tetraenyl- and (all-E)-3,7-diethyl-11,15,19-trimethylicosa-2,6,10,14,18-pentaenyl diphosphates by hexaprenyl diphosphate synthase. On the other hand, heptaprenyl diphosphate synthase reaction of 3-ethylbut-3-enyl diphosphate with farnesyl diphosphate gave only (all-E)-3-ethyl-7,11,15-trimethylhexadeca-2,6,10,14-tetraenyl diphosphate. (C) 2001 Elsevier Science Ltd. All rights reserved.