10-nonadecenoic acid | 67228-95-9

• 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: 10-nonadecenoic acid
• 英文别名: 10-nonadecenoate；Nonadec-10-enoic acid
• CAS: 67228-95-9
• 化学式: C₁₉H₃₆O₂
• 分子量: 296.494
• InChiKey: BBOWBNGUEWHNQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  21
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  10-nonadecenoic acid 在 Saccharomyces cerevisiae IFO10150 expressing Saccharomyces kluyveri Δ12 fatty acid desaturase Sk-FAD2 作用下， 以 水 为溶剂， 生成 nonadecadienoic acid
  参考文献：
  名称：

  Substrate Specificity and Regioselectivity of Δ12 and ω3 Fatty Acid Desaturases fromSaccharomyces kluyveri

  摘要：

  Δ12和ω3脂肪酸去饱和酶是多不饱和脂肪酸（PUFAs）合成中的关键酶，PUFAs是膜甘油脂的重要成分，也是许多生物中信号分子的前体。在这项研究中，我们确定了来自酿酒酵母（Saccharomyces kluyveri）的Δ12和ω3脂肪酸去饱和酶（Sk-FAD2和Sk-FAD3）底物特异性和区域选择性。通过在酿酒酵母（Saccharomyces cerevisiae）中的异源表达发现，Sk-FAD2将C16–20单不饱和脂肪酸转化为二不饱和脂肪酸，通过在ν+3位置引入第二个双键，而Sk-FAD3则识别C18和C20的ω3位置。此外，主要磷脂的脂肪酸分析表明，Sk-FAD2和Sk-FAD3对磷脂中脂肪酰基的脂质极性头部或sn-位点没有强的底物特异性。

  DOI：

  10.1271/bbb.80361

文献信息

• ZnO nanofluid as a structure base catalyst for chemoselective amidation of aliphatic carboxylic acids
  作者：Fatemeh Tamaddon、Fatemeh Aboee、Alireza Nasiri

  DOI：10.1016/j.catcom.2011.09.023

  日期：2011.11

  ZnO nanofluids were synthesized and utilized as a new reaction media in the preparation of amides via direct amidation of aliphatic carboxylic acids with primary amines under solvent-free conditions. High yields and good selectivity are achieved with this psudo-homogeneous catalyst, while the recovered nanoZnO was reusable.

  合成了ZnO纳米流体，并通过无溶剂条件下脂族羧酸与伯胺的直接酰胺化反应，将其用作制备酰胺的新反应介质。用这种假均相催化剂可实现高收率和良好的选择性，而回收的纳米ZnO可重复使用。
• Immobilized oxo-vanadium Schiff base on graphene oxide as an efficient and recyclable catalyst for the epoxidation of fatty acids and esters
  作者：Sanny Verma、Mounika Aila、Savita Kaul、Suman L. Jain

  DOI：10.1039/c4ra03454f

  日期：——

  Oxo-vanadium Schiff base was covalently immobilized onto chemically functionalized graphene oxide (GO) using 3-aminopropyltriethoxysilane as a coupler. The loading of vanadyl Schiff base onto GO nanosheets was confirmed by FTIR, XRD, TGA, and inductively coupled plasma-atomic emission spectroscopy (ICP-AES). The synthesized heterogeneous catalyst was found to be efficient and selective for the epoxidation of fatty acids and esters using t-butyl hydroperoxide (TBHP) as an oxidant. Interestingly, the immobilized catalyst showed a higher catalytic efficiency than the homogeneous vanadyl acetylacetonate. The recycling experiment results indicated that the catalyst was highly stable and maintained very high activity, and selectivity even after being used for six cycles.

  以 3-aminopropyltriethoxysilane 为耦合剂，将氧化钒席夫碱共价固定在化学功能化的氧化石墨烯（GO）上。傅立叶变换红外光谱（FTIR）、X射线衍射（XRD）、热重分析（TGA）和电感耦合等离子体原子发射光谱（ICP-AES）证实了钒席夫碱在 GO 纳米片上的负载。研究发现，合成的异相催化剂在以叔丁基过氧化氢（TBHP）为氧化剂进行脂肪酸和酯的环氧化反应时具有高效性和选择性。有趣的是，与均相乙酰丙酮酸香草酯相比，固定化催化剂显示出更高的催化效率。循环实验结果表明，该催化剂具有很高的稳定性，即使在使用六个循环后仍能保持很高的活性和选择性。
• Substrate Specificity and Regioselectivity of Δ12 and ω3 Fatty Acid Desaturases from<i>Saccharomyces kluyveri</i>
  作者：Takahiro OURA、Susumu KAJIWARA

  DOI：10.1271/bbb.80361

  日期：2008.12.23

  Δ12 and ω3 fatty acid desaturases are key enzymes in the synthesis of polyunsaturated fatty acids (PUFAs), which are important constituents of membrane glycerolipids and also precursors to signaling molecules in many organisms. In this study, we determined the substrate specificity and regioselectivity of the Δ12 and ω3 fatty acid desaturases from Saccharomyces kluyveri (Sk-FAD2 and Sk-FAD3). Based on heterologous expression in Saccharomyces cerevisiae, it was found that Sk-FAD2 converted C16–20 monounsaturated fatty acids to diunsaturated fatty acids by the introduction of a second double bond at the ν+3 position, while Sk-FAD3 recognized the ω3 position of C18 and C20. Furthermore, fatty acid analysis of major phospholipids suggested that Sk-FAD2 and Sk-FAD3 have no strong substrate specificity toward the lipid polar head group or the sn-positions of fatty acyl groups in phospholipids.

  Δ12和ω3脂肪酸去饱和酶是多不饱和脂肪酸（PUFAs）合成中的关键酶，PUFAs是膜甘油脂的重要成分，也是许多生物中信号分子的前体。在这项研究中，我们确定了来自酿酒酵母（Saccharomyces kluyveri）的Δ12和ω3脂肪酸去饱和酶（Sk-FAD2和Sk-FAD3）底物特异性和区域选择性。通过在酿酒酵母（Saccharomyces cerevisiae）中的异源表达发现，Sk-FAD2将C16–20单不饱和脂肪酸转化为二不饱和脂肪酸，通过在ν+3位置引入第二个双键，而Sk-FAD3则识别C18和C20的ω3位置。此外，主要磷脂的脂肪酸分析表明，Sk-FAD2和Sk-FAD3对磷脂中脂肪酰基的脂质极性头部或sn-位点没有强的底物特异性。