13[S-(E,Z)]-hydroperoxy-9,11-octadecadienoic acid | 161169-49-9

• 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: 13[S-(E,Z)]-hydroperoxy-9,11-octadecadienoic acid
• 英文别名: 13S-hydroperoxy-9Z,11E-octadecadienoic acid；13(S)-hydroperoxy-9,11-octanedienoic acid；9,11-Octadecadienoic acid, 13-hydroperoxy-, (S-(Z,E))-；(9E,11Z,13S)-13-hydroperoxyoctadeca-9,11-dienoic acid
• CAS: 161169-49-9
• 化学式: C₁₈H₃₂O₄
• 分子量: 312.45
• InChiKey: JDSRHVWSAMTSSN-SMJYZRPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  22
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (Z,Z)-9,12-十八烷二烯酸二聚物 在 乙二醇双(2-氨基乙基醚)四乙酸 、 lipoxygenase-1 from maize 、 calcium chloride 作用下， 以 aq. buffer 为溶剂， 生成 (9S,10E,12E)-9-hydroperoxyoctadeca-10,12-dienoic acid 、 (9E,11E,13S)-13-Hydroperoxyoctadeca-9,11-dienoic acid 、 (9S,10E,12Z)-9-(氢过氧基)-10,12-十八碳二烯酸 、 13[S-(E,Z)]-hydroperoxy-9,11-octadecadienoic acid
  参考文献：
  名称：

  Calcium modulates membrane association, positional specificity, and product distribution in dual positional specific maize lipoxygenase-1

  摘要：

  This study investigates how calcium modulates the properties of dual positional specific maize lipoxygenase-1, including its interaction with substrate, association with subcellular membrane and alteration of product distribution. Bioinformatic analyses identified Asp(38), Glu(127) and Glu(201) as putative calcium binding residues and Leu(37) as a flanking hydrophobic residue also potentially involved in calcium-mediated binding of the enzyme to subcellular membranes. Asp(38) and Leu(37) were shown to be important but not essential for calcium-mediated association of maize lipoxygenase-1 to subcellular membranes in vitro. Kinetic studies demonstrate that catalytic efficiency (V-max/K-m) shows a bell-shaped dependence on log of the molar ratio of substrate to unbound calcium. Calcium also modulates product distribution of the maize lipoxygenase-1 reaction, favoring 13-positional specificity and increasing the relative amount of (E,Z)-isomeric products. The results suggest that calcium regulates the maize lipoxygenase-1 reaction by binding to substrate, and by promoting binding of substrate to enzyme and association of maize lipoxygenase-1 to subcellular membranes. (C) 2015 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2015.04.001

文献信息

• Diagnostics for and mediators of inflammatory disorders
  申请人：——

  公开号：US20020052000A1

  公开（公告）日：2002-05-02

  A method and kit for the diagnosis and quantification of the state of oxidation, and more specifically, the level of lipid peroxidation, of a host is provided that includes contacting a host biological sample with an antibody to an antigen formed by the reaction of a lipid hydroperoxide with a primary amine. This method assesses the risk of, or existence of, oxidative damage in the host. The invention also includes monoclonal and polyclonal antibodies, as well as antibody fragments, optionally in purified or isolated form, which are useful in this method and kit.

  本发明提供了一种用于诊断和量化宿主氧化状态（更具体地说，脂质过氧化水平）的方法和试剂盒，包括将宿主生物样本与一种抗原抗体接触，该抗原抗体是由脂质过氧化氢与伯胺反应形成的。该方法可评估宿主体内氧化损伤的风险或存在氧化损伤的情况。本发明还包括单克隆和多克隆抗体，以及抗体片段，可选择纯化或分离的形式，这些抗体在本方法和试剂盒中都是有用的。