(5Z,8Z)-tetradeca-5,8-dienal | 22644-15-1

• 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: (5Z,8Z)-tetradeca-5,8-dienal
• 英文别名: tetradeca-5c,8c-dienal；(5z,8z)-5,8-Tetradecadienal
• CAS: 22644-15-1
• 化学式: C₁₄H₂₄O
• 分子量: 208.344
• InChiKey: NGKCMQUFXPQZQW-HZJYTTRNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  15
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (5Z,8Z)-tetradeca-5,8-dienal 、 亚甲基三苯基膦烷 在 水 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以67%的产率得到all-cis-1,6,9-Pentadecatrien
  参考文献：
  名称：

  Boland, Wilhelm; Jaenicke, Lothar, Liebigs Annalen der Chemie, 1981, # 1, p. 92 - 98

  摘要：

  DOI：
• 作为产物：
  描述：

  1,1-diethoxyhex-5-yne 在 Lindlar's catalyst 乙基溴化镁 、 水 、 氢气 、 草酸 、 copper(l) chloride 作用下， 以 四氢呋喃 、 乙醚 、 丙酮 、 Petroleum ether 为溶剂， 生成 (5Z,8Z)-tetradeca-5,8-dienal
  参考文献：
  名称：

  Ward,J.P.; van Dorp,D.A., Recueil des Travaux Chimiques des Pays-Bas, 1969, vol. 88, p. 177 - 184

  摘要：

  DOI：

文献信息

• PRODUCTION OF FATTY OLEFIN DERIVATIVES VIA OLEFIN METATHESIS
  申请人：PROVIVI, INC.

  公开号：US20170137365A1

  公开（公告）日：2017-05-18

  In one aspect, the invention provides a method for synthesizing a fatty olefin derivative. The method includes: a) contacting an olefin according to Formula I with a metathesis reaction partner according to Formula IIb in the presence of a metathesis catalyst under conditions sufficient to form a metathesis product according to Formula IIIb: and b) converting the metathesis product to the fatty olefin derivative. Each R 1 is independently selected from H, C 1-18 alkyl, and C 2-18 alkenyl; R 2b is C 1-8 alkyl; subscript y is an integer ranging from 0 to 17; and subscript z is an integer ranging from 0 to 17. In certain embodiments, the metathesis catalyst is a tungsten catalyst or a molybdenum catalyst. In various embodiments, the fatty olefin derivative is a pheromone. Pheromone compositions and methods of using them are also described.

  在一个方面，该发明提供了一种合成脂肪烯衍生物的方法。该方法包括：a）在存在一种烯烃催化剂的条件下，将符合式I的烯烃与符合式IIb的交换反应伙伴接触，以形成符合式IIIb的交换产物；并b）将交换产物转化为脂肪烯衍生物。每个R1独立地选择自H、C1-18烷基和C2-18烯基；R2为C1-8烷基；下标y为0至17之间的整数；下标z为0至17之间的整数。在某些实施方式中，交换催化剂为钨催化剂或钼催化剂。在各种实施方式中，脂肪烯衍生物为信息素。还描述了信息素组合物及其使用方法。
• AGRICULTURAL PHEROMONE COMPOSITIONS COMPRISING POSITIONAL ISOMERS
  申请人：PROVIVI, INC.

  公开号：US20170135343A1

  公开（公告）日：2017-05-18

  The present disclosure provides pheromone compositions. In some aspects, the compositions taught herein comprise a pheromone chemically corresponding to the pheromone naturally produced by a given insect, along with at least one positional isomer of said pheromone. In various aspects, pheromone compositions of the present disclosure are able to modulate the response of the insect based on the ratio of natural pheromone to its positional isomer.

  本公开提供信息素组合物。在某些方面，本文所教授的组合物包括一种与某种昆虫自然产生的信息素在化学上相对应的信息素，以及至少一种该信息素的位置异构体。在各个方面，本公开的信息素组合物能够通过自然信息素与其位置异构体的比例来调节昆虫的反应。
• Specificity of the enzyme system producing long chain aldehydes in the green alga, Ulva pertusa
  作者：Tadahiko Kajiwara、Hiroshi Yoshikawa、Kenji Matsui、Akikazu Hatanaka、Tetsuo Kawai

  DOI：10.1016/0031-9422(89)80021-4

  日期：1989.1

  Abstract The greater part of the enzyme activity producing long chain aldehydes (LCA) such as (8Z)-heptadecenal, (8Z,11Z)-heptadecadienal, (8Z,11Z,14Z)-heptadecatrienal was found in the 4000 g precipitate of homogenates of the green alga, Ulva pertusa. The LCA-forming activity was readily solubilized from the precipitate by addition of 0.2% Triton X-100. The solubilized LCA-forming activity showed

  摘要 在 4000 g 的匀浆沉淀物中发现了大部分酶活性产生长链醛 (LCA)，如 (8Z)-十七烯醛、(8Z,11Z)-十七碳烯醛、(8Z,11Z,14Z)-十七碳三烯醛。绿藻，Ulva pertusa。通过添加 0.2% Triton X-100，很容易从沉淀物中溶解 LCA 形成活性。溶解的 LCA 形成活性显示出最佳 pH 值范围为 8.5-9.5。α-亚麻酸是一种非常好的底物，但γ-亚麻酸是一种较差的活性底物。亚油酸是整个系列 (ω6Z,ω9Z)-二烯酸的最佳底物，其中链长从 C13 到 C20。
• MULTI-SUBSTRATE METABOLISM FOR IMPROVING BIOMASS AND LIPID PRODUCTION
  申请人：Provivi, Inc.

  公开号：EP3564377A1

  公开（公告）日：2019-11-06

  The present application relates to methods to improve biomass or lipid production in a microorganism from one or more fatty acid and one or more simple carbon co-substrates. Produced lipids may include unsaturated C6-C24 fatty acids, alcohols, aldehydes, and acetates which may be useful as final products or precursors to insect pheromones, fragrances, flavors, and polymer intermediates. The application further relates to recombinant microorganisms modified for improved production of biomass or lipid, or improved lipid selectivity. Also provided are methods of producing one or more lipid using the recombinant microorganisms, as well as compositions comprising the recombinant microorganisms and/or optionally one or more of the product lipid.

  本申请涉及提高微生物中一种或多种脂肪酸和一种或多种单碳共底物的生物量或脂质产量的方法。生产的脂质可包括不饱和 C6-C24 脂肪酸、醇、醛和乙酸酯，它们可用作昆虫信息素、香料、香精和聚合物中间体的最终产品或前体。本申请还涉及为改进生物质或脂质的生产或改进脂质选择性而改良的重组微生物。还提供了使用重组微生物生产一种或多种脂质的方法，以及包含重组微生物和/或一种或多种产品脂质的组合物。
• Microorganisms for the production of insect pheromones and related compounds
  申请人：Provivi, Inc.

  公开号：US10308962B1

  公开（公告）日：2019-06-04

  The present application relates to recombinant microorganisms useful in the biosynthesis of unsaturated C6-C24 fatty alcohols, aldehydes, and acetates which may be useful as insect pheromones, fragrances, flavors, and polymer intermediates. The C6-C24 fatty alcohols, aldehydes, and acetates described herein may be used as substrates for metathesis reactions to expand the repertoire of target compounds and pheromones. The application further relates to recombinant microorganisms co-expressing a pheromone pathway and a pathway for the production of a toxic protein, peptide, oligonucleotide, or small molecule suitable for use in an attract-and-kill pest control approach. Also provided are methods of producing unsaturated C6-C24 fatty alcohols, aldehydes, and acetates using the recombinant microorganisms, as well as compositions comprising the recombinant microorganisms and/or optionally one or more of the product alcohols, aldehydes, or acetates.

  本申请涉及用于生物合成不饱和 C6-C24 脂肪醇、醛和醋酸盐的重组微生物，这些物质可用作昆虫信息素、香料、香精和聚合物中间体。本文所述的 C6-C24 脂肪醇、醛和乙酸酯可用作偏合成反应的底物，以扩大目标化合物和信息素的种类。本申请还涉及共同表达信息素途径和生产毒性蛋白质、肽、寡核苷酸或小分子的途径的重组微生物，适合用于引诱-杀灭害虫控制方法。还提供了使用重组微生物生产不饱和 C6-C24 脂肪醇、醛和醋酸盐的方法，以及包含重组微生物和/或一种或多种产物醇、醛或醋酸盐的组合物。