5-(Z,E)-hexadecenoic acid | 20057-14-1

• 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: 5-(Z,E)-hexadecenoic acid
• 英文别名: 16:1ω5 fatty acid；hexadec-5-enoic acid；5-hexadecenoic acid；Hexadeca-5-enoic acid
• CAS: 20057-14-1
• 化学式: C₁₆H₃₀O₂
• 分子量: 254.413
• InChiKey: KVXIRQZWCOAYRD-UHFFFAOYSA-N

物化性质

• 熔点：
  17.13°C (estimate)
• 沸点：
  374.4°C (estimate)
• 密度：
  0.8855 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  18
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 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：

  5-(Z,E)-hexadecenoic acid 在 potassium dioxotetrahydroxoosmate(VI) 、 potassium carbonate 、 potassium hexacyanoferrate(III) 作用下， 以 丙酮 、 叔丁醇 为溶剂， 反应 12.0h， 以90%的产率得到5,6-dihydroxyhexadecanoic acid
  参考文献：
  名称：

  Oviposition Responses of Culex pipiens to a Synthetic Racemic Culex quinquefasciatus Oviposition Aggregation Pheromone

  摘要：

  The oviposition pheromone of Culex quinquefasciatus was synthesized in a racemic form in a simple (five steps), efficient, high yielding (45% total yield), and low cost way (use of relatively low cost reagents). Our synthetic racemic pheromone (SRP) was tested in the laboratory for its bioactivity on Culex pipiens biotype molestus, which is a member of the species complex that Culex quinquefasciatus belongs. In the testing conditions, bioactivity at the doses of 0.01, 0.1, 1, and 10 mu g per cage was found with the best bioactivity achieved at 1 mu g per cage. The effectiveness of our SRP offers a capable tool for improving mosquito oviposition traps for surveillance or even control programs.

  DOI：

  10.1021/jf0504871
• 作为产物：
  描述：

  5-(Z,E)-hexadecenol 在 jones reagent 作用下， 以 丙酮 为溶剂， 以80%的产率得到5-(Z,E)-hexadecenoic acid
  参考文献：
  名称：

  Oviposition Responses of Culex pipiens to a Synthetic Racemic Culex quinquefasciatus Oviposition Aggregation Pheromone

  摘要：

  The oviposition pheromone of Culex quinquefasciatus was synthesized in a racemic form in a simple (five steps), efficient, high yielding (45% total yield), and low cost way (use of relatively low cost reagents). Our synthetic racemic pheromone (SRP) was tested in the laboratory for its bioactivity on Culex pipiens biotype molestus, which is a member of the species complex that Culex quinquefasciatus belongs. In the testing conditions, bioactivity at the doses of 0.01, 0.1, 1, and 10 mu g per cage was found with the best bioactivity achieved at 1 mu g per cage. The effectiveness of our SRP offers a capable tool for improving mosquito oviposition traps for surveillance or even control programs.

  DOI：

  10.1021/jf0504871

文献信息

• Metathesis syntheses of pheromones or their components
  申请人：——

  公开号：US20020022741A1

  公开（公告）日：2002-02-21

  The present invention relates to metathesis syntheses for insect sex-attractant pheromones or their components, such as E-5-decenyl acetate, the major component of the Peach Twig Borer pheromone; (5R, 6S)-6-acetoxy-5-hexadecanolide, the mosquito oviposition attractant pheromone; E9, Z11-hexadecadienal, the pecan nut casebearer moth pheromone; 9-tetradecenyl formate, an analog of the Diamondback Moth (DBM) pheromone; 11-tetradecenyl acetate, the Omnivorous Leafroller (OLR) pheromone; E-4-tridecenyl acetate, the major component of the Tomato Pinworm (TPW) pheromone; E,E-8,10-dodecadienol, the Codling Moth (CM) pheromone. The syntheses preferably employ a Class I-IV metathesis catalyst, entail few reaction steps, use generally commercially available starting materials, and have relatively short process times. These syntheses produce good yields without the need for expensive or sophisticated equipment. The invention also provides an inexpensive route for producing omega-haloalkenols by cross-metathesizing alpha-omega-diacetoxy alkenes and alpha-omega-dihalides to yield omega-haloalkenols, which are easily converted into omega-haloalkanols under traditional hydrogenation methods.

  本发明涉及对昆虫性诱素或其组分进行交换合成，如E-5-癸烯醇醋酸酯，桃枝蠕蛾性信息素的主要成分；（5R, 6S）-6-乙酰氧基-5-十六醇内酯，蚊子产卵引诱素；E9, Z11-癸二烯醛，山核桃果蛾性信息素；9-十四烯酸甲酯，菜青虫性信息素的类似物；11-十四烯醇醋酸酯，杂食卷叶蛾性信息素；E-4-十三烯醇醋酸酯，番茄针孔螟性信息素的主要成分；E,E-8,10-十二二烯醇，苹果蛾性信息素。这些合成通常采用I-IV类交换催化剂，步骤较少，使用通常易得的起始物质，并具有相对较短的工艺时间。这些合成产量良好，无需昂贵或复杂的设备。该发明还提供了通过交叉交换α-Ω-二乙酰基烯烃和α-Ω-二卤代烃来产生Ω-卤代烯醇的廉价途径，后者可以在传统的氢化方法下轻松转化为Ω-卤代烷醇。
• FLUORESCENT CELL MARKERS
  申请人：Korchagina Elena

  公开号：US20130018195A1

  公开（公告）日：2013-01-17

  The preparation and use of fluorescent cell markers of the structure F—S 1 —S 2 -L is described where F is a fluorophore, S 1 —S 2 is a spacer linking F to L, and L is a diacyl lipid.

  本文描述了荧光细胞标记物F—S1—S2-L的制备和使用，其中F是荧光分子，S1—S2是将F与L连接起来的间隔物，而L是二酰基脂质。
• Improvements in or relating to pheromones
  申请人：NATIONAL RESEARCH DEVELOPMENT CORPORATION

  公开号：EP0078641A1

  公开（公告）日：1983-05-11

  Compounds of formula in which R represents hydrogen, formyl or an alkanoyl group of two to twenty-five carbon atoms and R' represents an alkyl group of one to thirty-five carbon atoms are of value as mosquito attractants, mosquitos being attracted to a location where they and/or their eggs or larvae are then destroyed.

  式中 R 代表氢、甲酰基或二至二十五个碳原子的烷酰基，R' 代表一至三十五个碳原子的烷基的化合物具有吸引蚊虫的价值，蚊虫会被吸引到一个地方，然后它们和/或它们的卵或幼虫会在那里被消灭。
• Methods and reagents for prevention and/or treatment of transplant rejection
  申请人：Fundació Institut d'Investigació Biomèdica de Bellvitge

  公开号：EP2698636A1

  公开（公告）日：2014-02-19

  The present invention relates to methods for determining the probability of transplant rejection based on the determination in the subject recipient of the transplant of the levels of antibodies specific for hyaluronic acid. The invention relates as well to methods for attenuating transplant rejection and compositions to prevent transplant rejection based on the depletion of anti-hyaluronic acid antibodies from the subject.

  本发明涉及根据对移植受体体内透明质酸特异性抗体水平的测定来确定移植排斥可能性的方法。本发明还涉及根据受试者体内抗透明质酸抗体的消耗来减轻移植排斥反应的方法和防止移植排斥反应的组合物。
• Method of modifying the immune response
  申请人：KODE BIOTECH LIMITED

  公开号：US10124047B2

  公开（公告）日：2018-11-13

  Methods of neutralizing circulating antibody and mitigating the risk of clinically significant adverse responses to incompatible transfusions and transplantations are described. The methods comprise the administration to the subject of dispersible antigen-lipid constructs.

  本文介绍了中和循环抗体和降低对不相容输血和移植产生重大临床不良反应的风险的方法。这些方法包括给受试者服用可分散的抗原-脂质构建物。