(all-Z)-nonacosa-11,14,17,20,23,26-hexaenoic acid | 1095558-66-9

• 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: (all-Z)-nonacosa-11,14,17,20,23,26-hexaenoic acid
• 英文别名: (11Z,14Z,17Z,20Z,23Z,26Z)-nonacosa-11,14,17,20,23,26-hexaenoic acid
• CAS: 1095558-66-9
• 化学式: C₂₉H₄₆O₂
• 分子量: 426.683
• InChiKey: YAOMQRJOBKYDFI-KUBAVDMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  31
• 可旋转键数：
  21
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (all-Z)-nonacosa-11,14,17,20,23,26-hexaen-1-ol 在 sodium dichromate dihydrate 、 硫酸 作用下， 以 丙酮 为溶剂， 反应 2.5h， 以48%的产率得到(all-Z)-nonacosa-11,14,17,20,23,26-hexaenoic acid
  参考文献：
  名称：

  Odd-numbered very-long-chain polyunsaturated fatty acids from the dinoflagellate Amphidinium carterae identified by atmospheric pressure chemical ionization liquid chromatography–mass spectrometry

  摘要：

  A method is described for the enrichment of odd very-long-chain polyunsaturated fatty acids (VLCPUFAs) by means of RP-HPLC and argentation TLC from total fatty acids of the dinoflagellate A. carterae and their identification as picolinyl esters by means of microbore liquid chromatography-mass spectrometry with atmospheric pressure chemical ionization (LC-MS/APCI). The combination of argentation TLC and LC-MS/ APCI was used to identify rare and unusual odd VLCPUFAs up to nonacosahexaenoic acid. Two acids, (allZ)-nonacosa-11,14,17,20,23-pentaenoic acid (29:5n-6) and (allZ)-nonacosa-11,14,17,20,23,26-hexaenoic acid (29:6n-3), were synthesized for the first time to unambiguously confirm their structure. Possible biosynthetic pathways for odd VLCPUFAs are also proposed. All rights reserved (C) 2008 Elsevier Ltd..

  DOI：

  10.1016/j.phytochem.2008.08.021

文献信息

• Odd-numbered very-long-chain polyunsaturated fatty acids from the dinoflagellate Amphidinium carterae identified by atmospheric pressure chemical ionization liquid chromatography–mass spectrometry
  作者：Tomáš Řezanka、Linda Nedbalová、Karel Sigler

  DOI：10.1016/j.phytochem.2008.08.021

  日期：2008.11

  A method is described for the enrichment of odd very-long-chain polyunsaturated fatty acids (VLCPUFAs) by means of RP-HPLC and argentation TLC from total fatty acids of the dinoflagellate A. carterae and their identification as picolinyl esters by means of microbore liquid chromatography-mass spectrometry with atmospheric pressure chemical ionization (LC-MS/APCI). The combination of argentation TLC and LC-MS/ APCI was used to identify rare and unusual odd VLCPUFAs up to nonacosahexaenoic acid. Two acids, (allZ)-nonacosa-11,14,17,20,23-pentaenoic acid (29:5n-6) and (allZ)-nonacosa-11,14,17,20,23,26-hexaenoic acid (29:6n-3), were synthesized for the first time to unambiguously confirm their structure. Possible biosynthetic pathways for odd VLCPUFAs are also proposed. All rights reserved (C) 2008 Elsevier Ltd..