(Z)-8-dodecenoic acid | 52957-00-3

• 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: (Z)-8-dodecenoic acid
• 英文别名: Dodec-8z-enoic acid；(Z)-dodec-8-enoic acid
• CAS: 52957-00-3
• 化学式: C₁₂H₂₂O₂
• 分子量: 198.305
• InChiKey: OZKLKDKGPNBGPK-PLNGDYQASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  14
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  (Z)-8-dodecenoic acid 在 lithium aluminium tetrahydride 作用下， 以 吡啶 、 乙醚 为溶剂， 反应 1.0h， 生成 (Z)-8-十二烯基乙酸酯
  参考文献：
  名称：

  Aukrust, Audun; Rongved, Pal; Skatteboel, Lars, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1985, vol. 39, # 4, p. 267 - 272

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl 12-oxo-(Z)-8-dodecenoate 在 氢氧化钾 、 一水合肼 作用下， 以 二乙二醇 为溶剂， 以86%的产率得到(Z)-8-dodecenoic acid
  参考文献：
  名称：

  Aukrust, Audun; Rongved, Pal; Skatteboel, Lars, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1985, vol. 39, # 4, p. 267 - 272

  摘要：

  DOI：

文献信息

• 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。
• Synthetic Analogues of the Bacterial Signal (Quorum Sensing) Molecule <i>N</i>-(3-Oxododecanoyl)-<scp>l</scp>-homoserine Lactone as Immune Modulators
  作者：Siri Ram Chhabra、Chris Harty、Doreen S. W. Hooi、Mavis Daykin、Paul Williams、Gary Telford、David I. Pritchard、Barrie W. Bycroft

  DOI：10.1021/jm020909n

  日期：2003.1.1

  Comparative immune modulatory activity for a range of synthetic analogues of a Pseudomonas aeruginosa signal molecule, N-(3-oxododecanoyl)-L-homoserine lactone (3O, C-12-HSL), is described. Twenty-four single or combination systematic alterations of the structural components of 3O, C12-HSL were introduced as described. Given the already defined immunological profile of the parent compound, 3O, C12-HSL, these compounds were assayed for their ability to inhibit murine and human leucocyte proliferation and TNF-alpha secretion by lipopolysaccharide (LPS) stimulated human leucocytes in order to provide an initial structure-activity profile. From IC50 values obtained with a murine splenocyte proliferation assay, it is apparent that acylated L-homoserine lactones with an 11-13 C side chain containing either a 3-oxo or a 3-hydroxy group are optimal structures for immune suppressive activity. These derivatives of 3O, C-12-HSL with monounsaturation and/or a terminal nonpolar substituent on the side chain were also potent immune suppressive agents. However, structures lacking the homoserine lactone ring, structures lacking the L-configuration at the chiral center, and those with polar substituents were essentially devoid of activity. The ability of compounds selected from the optimal activity range to modulate mitogen-driven human peripheral blood mononuclear cell proliferation and LPS-induced TNF-alpha secretion indicates the suitability of these compounds for further investigation in relation to their molecular mechanisms of action in TNF-alpha driven immunological diseases, particularly autoimmune diseases such as psoriasis, rheumatoid arthritis, and type 1 (autoimmune) diabetes.
• SEMI-BIOSYNTHETIC PRODUCTION OF FATTY ALCOHOLS AND FATTY ALDEHYDES
  申请人：Provivi, Inc.

  公开号：EP3464311A2

  公开（公告）日：2019-04-10
• COMPOSITIONS, KITS AND METHODS FOR NUTRITIONAL SUPPLEMENTATION WITH TWELVE CARBON CHAIN FATTY ACIDS AND TWELVE CARBON CHAIN ACYLGLYCEROLS
  申请人：PERRIN Philippe

  公开号：US20130084272A1

  公开（公告）日：2013-04-04

  The present invention relates to compositions, kits and methods for the administration of compositions and kits for supplementation with twelve carbon chain fatty acids or twelve carbon chain acylglycerols; and specifically for the supplementation with twelve carbon chain fatty acids such as lauric acid and twelve carbon chain acylglycerols such as monolaurin; and specifically for the co-supplementation with other vitamins, minerals and nutrients.
• COMPOSITIONS, KITS AND METHODS FOR NUTRITION SUPPLEMENTATION
  申请人：PERRIN Philippe

  公开号：US20130084344A1

  公开（公告）日：2013-04-04

  The present invention relates to compositions, kits and methods for the administration of various vitamin, mineral and nutrient compositions, and in a specific embodiment, the compositions, kits and methods may utilize or include twelve carbon chain fatty acids and/or twelve carbon chain acylglycerols, vitamin D, iodine, vitamin B1, vitamin B6, vitamin B12, vitamin B2, vitamin B9, vitamin B3, vitamin E, vitamin A, vitamin C, iron, zinc, copper, magnesium, omega 3 fatty acids and one or more pharmaceutically acceptable carriers.