10,18-dihydroxyoctadec-8(E)-enoic acid

• 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: 10,18-dihydroxyoctadec-8(E)-enoic acid
• 化学式: C₁₈H₃₄O₄
• 分子量: 314.466
• InChiKey: AIIQGUDMKCPYQN-UKTHLTGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.05
• 重原子数：
  22.0
• 可旋转键数：
  16.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  77.76
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  油酸 在 Glc-6-P 、 Glc-6-P dehydrogenase 吡啶 、 hematoporphyrin 、 2-巯基乙醇 、 还原型辅酶II(NADPH)四钠盐 作用下， 以 phosphate buffer 、 甘油 为溶剂， 生成 10,18-dihydroxyoctadec-8(E)-enoic acid
  参考文献：
  名称：

  Visible light-induced oxidation of unsaturated components of cutins: a significant process during the senescence of higher plants

  摘要：

  9-Hydroperoxy-18-hydroxyoctadec-10(trans)-enoic and 10-hydroperoxy-18-hydroxyoctadec-8(trans)-enoic acids deriving from type II (i.e. involving O-1(2)) photooxidation of 18-hydroxyoleic acid were detected after visible light-induced senescence experiments carried out with Petroselinum sativum and Subsequent cutin depolymerisation. These results showed that in senescent plants, where the O-1(2) formation rate exceeds the quenching capacity of the photoprotective system, O-1(2) can migrate outside the chloroplasts and affect the unsaturated components of cutins. Significant amounts of 9,18-dihydroxyoctadec-10(trans)-enoic and 10,18-dihydroxyoctadec-8(trans)-enoic acids resulting from the reduction of these photoproducts of 18-hydroxyoleic acid were also detected in different natural samples. These results well support the significance of the photooxidation of the unsaturated components of higher plant cutins in the natural environment. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2004.12.015

文献信息

• Visible light-induced oxidation of unsaturated components of cutins: a significant process during the senescence of higher plants
  作者：J RONTANI、A RABOURDIN、F PINOT、S KANDEL、C AUBERT

  DOI：10.1016/j.phytochem.2004.12.015

  日期：2005.2

  9-Hydroperoxy-18-hydroxyoctadec-10(trans)-enoic and 10-hydroperoxy-18-hydroxyoctadec-8(trans)-enoic acids deriving from type II (i.e. involving O-1(2)) photooxidation of 18-hydroxyoleic acid were detected after visible light-induced senescence experiments carried out with Petroselinum sativum and Subsequent cutin depolymerisation. These results showed that in senescent plants, where the O-1(2) formation rate exceeds the quenching capacity of the photoprotective system, O-1(2) can migrate outside the chloroplasts and affect the unsaturated components of cutins. Significant amounts of 9,18-dihydroxyoctadec-10(trans)-enoic and 10,18-dihydroxyoctadec-8(trans)-enoic acids resulting from the reduction of these photoproducts of 18-hydroxyoleic acid were also detected in different natural samples. These results well support the significance of the photooxidation of the unsaturated components of higher plant cutins in the natural environment. (C) 2004 Elsevier Ltd. All rights reserved.