10,13-dihydroxy-cis-6-octadecenoic 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: 10,13-dihydroxy-cis-6-octadecenoic acid
• 英文别名: 10,13-dihydroxy-6(Z)-octadecenoic acid；(Z)-10,13-dihydroxyoctadec-6-enoic acid
• 化学式: C₁₈H₃₄O₄
• 分子量: 314.466
• InChiKey: YVSPHCQQMKRCNG-XQRVVYSFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  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：
  0.83
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  γ-亚麻酸 在 oleate hydratase from macrococcus caseolyticus 、 水 、 腺嘌呤黄素 作用下， 以 乙醇 为溶剂， 反应 0.17h， 生成 10-hydroxy-cis-6, cis-12-octadecadienoic acid 、 10,13-dihydroxy-cis-6-octadecenoic acid
  参考文献：
  名称：

  Biochemical characterization and FAD-binding analysis of oleate hydratase from Macrococcus caseolyticus

  摘要：

  A putative fatty acid hydratase gene from Macrococcus caseolyticus was cloned and expressed in Escherichia coli. The recombinant enzyme was a 68 kDa dimer with a molecular mass of 136 kDa. The enzyrnatic products formed from fatty acid substrates by the putative enzyme were isolated with high purity (>99%) by solvent fractional crystallization at low temperature. After the identification by GC MS, the purified hydroxy fatty acids were used as standards to quantitatively determine specific activities and kinetic parameters for fatty acids as substrates. Among the fatty acids evaluated, specific activity and catalytic efficiency (k t1Kin) were highest for oleic acid, indicating that the putative fatty acid hydratase was an oleate hydratase. Hydration occurred only for cis-9-double and cis-12-double bonds of unsaturated fatty acids without any trans-configurations. The maximum activity for oleate hydration was observed at pH 6.5 and 25 C with 2% (v/v) ethanol and 0.2 mM FAD. Without FAD, all catalytic activity was abolished. Thus, the oleate hydratase is an FAD-dependent enzyme. The residues G29, G31, S34, E50, and E56, which are conserved in the FAD-binding motif of fatty acid hydratases (GXGXXG((A/S))X((15-21))E(D), were selected by alignment, and the spectral properties and kinetic parameters of their alanine-substituted variants were analyzed. Among the five variants, G29A. G31A, and E56A showed no interaction with FAD and exhibited no activity. These results indicate that G29, G31, and E56 are essential for FAD-binding. Crown Copyright (C) 2011 Published by Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.biochi.2011.12.011

文献信息

• ANTI-INFLAMMATORY AGENT CONTAINING RARE FATTY ACID
  申请人：Kyoto University

  公开号：EP3097910A1

  公开（公告）日：2016-11-30

  The present invention provides an anti-inflammatory agent containing a rare fatty acid such as hydroxylated fatty acid, oxo fatty acid and the like, and further, food, pharmaceutical product and the like containing the anti-inflammatory agent.

  本发明提供了一种含有稀有脂肪酸（如羟化脂肪酸、氧代脂肪酸等）的消炎剂，以及含有该消炎剂的食品、药品等。
• METABOLISM-IMPROVING AGENT COMPRISING RARE FATTY ACID
  申请人：Kyoto University

  公开号：EP3097911A1

  公开（公告）日：2016-11-30

  The present invention provides a metabolism improving agent containing a rare fatty acid such as hydroxylated fatty acid, oxo fatty acid and the like, and further, food, pharmaceutical product and the like containing the metabolism improving agent.

  本发明提供了一种含有稀有脂肪酸（如羟化脂肪酸、氧代脂肪酸等）的新陈代谢促进剂，以及含有该新陈代谢促进剂的食品、药品等。
• METHOD FOR PRODUCING RARE FATTY ACID USING NOVEL ENZYME, AND NOVEL RARE FATTY ACID
  申请人：Kyoto University

  公开号：EP3098313A1

  公开（公告）日：2016-11-30

  The present invention provides production of hydroxylated fatty acid by a hydration reaction using a novel enzyme derived from lactobacillus and using fatty acid as a substrate, and further, a production method of oxo fatty acid by an enzyme reaction or chemical oxidation reaction using the hydroxylated fatty acid as a substrate. In addition, a valuable novel rare fatty acid obtained by such production method is also provided.

  本发明提供了一种以脂肪酸为底物，使用源自乳酸杆菌的新型酶，通过水合反应生产羟基化脂肪酸的方法，并进一步提供了一种以羟基化脂肪酸为底物，通过酶反应或化学氧化反应生产氧化脂肪酸的方法。此外，还提供了通过这种生产方法获得的有价值的新型稀有脂肪酸。
• Metabolism-improving agent comprising rare fatty acid
  申请人：KYOTO UNIVERSITY

  公开号：US10548868B2

  公开（公告）日：2020-02-04

  The present invention provides a metabolism improving agent containing a rare fatty acid such as hydroxylated fatty acid, oxo fatty acid and the like, and further, food, pharmaceutical product and the like containing the metabolism improving agent.

  本发明提供了一种含有稀有脂肪酸（如羟化脂肪酸、氧代脂肪酸等）的新陈代谢促进剂，以及含有该新陈代谢促进剂的食品、药品等。
• Method for producing rare fatty acid using novel enzyme, and novel rare fatty acid
  申请人：KYOTO UNIVERSITY

  公开号：US11046980B2

  公开（公告）日：2021-06-29

  The present invention provides production of hydroxylated fatty acid by a hydration reaction using a novel enzyme derived from Lactobacillus and using fatty acid as a substrate, and further, a production method of oxo fatty acid by an enzyme reaction or chemical oxidation reaction using the hydroxylated fatty acid as a substrate. In addition, a valuable novel rare fatty acid obtained by such production method is also provided.

  本发明提供了一种以脂肪酸为底物，使用源自乳酸杆菌的新型酶，通过水合反应生产羟基化脂肪酸的方法，并进一步提供了一种以羟基化脂肪酸为底物，通过酶反应或化学氧化反应生产氧化脂肪酸的方法。此外，还提供了通过这种生产方法获得的一种有价值的新型稀有脂肪酸。