4,6,10-十六碳三烯-1-醇,乙酸酯,(Z,E,Z)- | 139650-81-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 4,6,10-十六碳三烯-1-醇,乙酸酯,(Z,E,Z)-
• 英文名称: (4E,6Z,10Z)-4,6,10-hexadecatrienyl acetate
• 英文别名: 4E,6Z,10Z-Hexadecatrienyl acetate；[(4E,6Z,10Z)-hexadeca-4,6,10-trienyl] acetate
• CAS: 139650-81-0
• 化学式: C₁₈H₃₀O₂
• 分子量: 278.435
• InChiKey: GCCUWZBYWXQZDX-WZFKEEQNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  20
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,6,10-十六碳三烯-1-醇,乙酸酯,(Z,E,Z)- 、 臭氧 生成 正己醛
  参考文献：
  名称：

  ATTYGALLE, A. B.;ZLATKIS, A.;MIDDLEDITCH, B. S., J. CHROMATOGR., 472,(1989) N, C. 284-289

  摘要：

  DOI：
• 作为产物：
  描述：

  (Z)-4-癸烯醛 在 吡啶 、 正丁基锂 、 4-甲基苯磺酸吡啶 作用下， 以 甲醇 为溶剂， 反应 25.5h， 生成 4,6,10-十六碳三烯-1-醇,乙酸酯,(Z,E,Z)-
  参考文献：
  名称：

  Synthesis of the Sex Pheromone of Cocoa Pod Borer Moth, Conopomorpha Cramerella

  摘要：

  Two new unambiguous synthesis routes for the components of the sex pheromone of the cocoa pod borer. Conopomorpha Cramerella (Snellen), are successfully developed.

  DOI：

  10.1080/00397919208021630

文献信息

• 荔枝蛀蒂虫性信息素化合物的合成方法
  申请人：宁波纽康生物技术有限公司

  公开号：CN108864019B

  公开（公告）日：2022-12-30

  一种荔枝蛀蒂虫性信息素化合物的合成方法，以4‑戊炔‑1‑醇为起始原料，经过3,4‑二氢吡喃保护羟基之后得到羟基上THP保护的化合物5，它与反式二氯乙烯在金属钯化合物与碘化亚铜的共同催化下发生偶联反应得到化合物6，化合物6再在金属铁化合物的催化下与溴代顺‑3‑壬烯格式试剂发生进一步的偶联反应得到化合物7，化合物7随后在甲苯磺酸一水合物的催化下脱去THP保护基团而形成化合物8，化合物8经还原制得(4E,6E,10Z)‑十六碳三烯醇，它发生酯化反应得到(4E,6E,10Z)‑十六碳三烯乙酸酯。本发明的合成原料简单易得且成本低廉，合成步骤简短；同时立体选择性高，产率明显提高，且后处理简便。
• 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。
• Semi-biosynthetic production of fatty alcohols and fatty aldehydes
  申请人：Provivi, Inc.

  公开号：US11214818B2

  公开（公告）日：2022-01-04

  The present application relates to methods of producing one or more fatty alcohols and/or one or more fatty aldehydes from one or more unsaturated lipid moieties by combining the obtainment or production of the one or more unsaturated lipid moieties from a biological source with conversion by non-biological means of the one or more unsaturated lipid moieties to one or more fatty alcohols and/or one or more fatty aldehydes. The present application also relates to recombinant microorganisms having a biosynthesis pathway for the production of one or more unsaturated lipid moieties. The one or more fatty alcohols can further be chemically converted to one or more corresponding fatty acetates. The one or more fatty alcohols, one or more fatty aldehydes and/or one or more fatty acetates produced by the methods described herein may be one or more insect pheromones, one or more fragrances, one or more flavoring agents, or one or more polymer intermediates.

  本申请涉及从一种或多种不饱和脂质分子生产一种或多种脂肪醇和/或一种或多种脂肪醛的方法，方法是将从生物来源获得或生产一种或多种不饱和脂质分子与通过非生物手段将一种或多种不饱和脂质分子转化为一种或多种脂肪醇和/或一种或多种脂肪醛结合起来。本申请还涉及具有生产一种或多种不饱和脂质分子的生物合成途径的重组微生物。一种或多种脂肪醇可进一步化学转化为一种或多种相应的脂肪乙酸酯。本文所述方法生产的一种或多种脂肪醇、一种或多种脂肪醛和/或一种或多种脂肪乙酸酯可以是一种或多种昆虫信息素、一种或多种香料、一种或多种调味剂或一种或多种聚合物中间体。
• Multi-substrate metabolism for improving biomass and lipid production
  申请人：Provivi, Inc.

  公开号：US11220675B2

  公开（公告）日：2022-01-11

  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。