(Z)-methyl hexadec-6-enoate | 106554-63-6

• 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)-methyl hexadec-6-enoate
• 英文别名: sapienic acid methyl ester；6(Z)-Hexadecenoic acid methyl ester；methyl (Z)-hexadec-6-enoate
• CAS: 106554-63-6
• 化学式: C₁₇H₃₂O₂
• 分子量: 268.44
• InChiKey: QRUFCUPDPRSOKI-QXMHVHEDSA-N

物化性质

• 沸点：
  339.7±21.0 °C(Predicted)
• 密度：
  0.876±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  19
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 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：

  (Z)-methyl hexadec-6-enoate 在 四氧化锇 、 N-甲基吗啉氧化物 作用下， 以 水 、 叔丁醇 为溶剂， 生成 (6S*,7R*)-methyl 6,7-dihydroxyhexadecanoate
  参考文献：
  名称：

  Lohray, Braj B.; Rao, B. Srinivas; Baskaran, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1998, vol. 37, # 3, p. 209 - 218

  摘要：

  DOI：
• 作为产物：
  描述：

  棕榈酸甲酯 在 disodium glutamate 、 resting cells of a mutant 、 Rhodococcus sp. strain KSM-MT₆₆ 作用下， 以 phosphate buffer 为溶剂， 生成 (Z)-methyl hexadec-6-enoate
  参考文献：
  名称：

  Substrate Specificity of Regiospecific Desaturation of Aliphatic Compounds by a MutantRhodococcusStrain

  摘要：

  对突变株Rhodococcus sp. KSM-MT66的休眠细胞进行的研究显示，脂肪化合物的顺式去饱和基质特异性得到了考察。在测试的基质中，罗多古菌细胞能够将n-烷烃（C13-C19）、1-氯烷烃（C16和C18）、乙基脂肪酸（C14-C17）和棕榈酸的烷基（C1-C4）酯转化为对应的顺式不饱和产物。来自n-烷烃和1-氯烷烃的产物主要在其末端甲基的第9个碳处形成双键，而来自酰基脂肪酸的产物主要在其羰基碳的第6个碳处形成双键。

  DOI：

  10.1271/bbb.64.1064

文献信息

• BIODEGRADABLE LIPIDS FOR THE DELIVERY OF ACTIVE AGENTS
  申请人：ALNYLAM PHARMACEUTICALS, INC.

  公开号：US20160009637A1

  公开（公告）日：2016-01-14

  The present invention relates to a cationic lipid having one or more biodegradable groups located in the mid- or distal section of a lipidic moiety (e.g., a hydrophobic chain) of the cationic lipid. These cationic lipids may be incorporated into a lipid particle for delivering an active agent, such as a nucleic acid. The invention also relates to lipid particles comprising a neutral lipid, a lipid capable of reducing aggregation, a cationic lipid of the present invention, and optionally, a sterol. The lipid particle may further include a therapeutic agent such as a nucleic acid.

  本发明涉及一种阳离子脂质，其具有位于脂质基团（例如，疏水链）的中部或远端部位的一个或多个可生物降解的基团。这些阳离子脂质可以被纳入脂质颗粒中，用于传递活性剂，例如核酸。该发明还涉及包括中性脂质、能够减少聚集的脂质、本发明的阳离子脂质以及可选地固醇的脂质颗粒。脂质颗粒还可以进一步包含治疗剂，如核酸。
• Collimonins A–D, Unstable Polyynes with Antifungal or Pigmentation Activities from the Fungus-Feeding Bacterium <i>Collimonas fungivorans</i> Ter331
  作者：Kenji Kai、Mai Sogame、Fumie Sakurai、Norihiro Nasu、Makoto Fujita

  DOI：10.1021/acs.orglett.8b01311

  日期：2018.6.15

  The isolation and structure elucidation of collimonins A D (1-4) from the fungus-feeding bacterium Collimonas fungivorans Ter331 are reported. Collimonins are new derivatives of polyoxygenated hexadecanoic acid, including an ene-triyne moiety. Their absolute configurations were fully determined by combining spectroscopic, chemical, and crystalline sponge methods. Collimonins showed antifungal or pigmentation activities against the fungus Aspergillus niger ATCC 9029.
• NICHOLS, PETER D.;VOLKMAN, JOHN K.;EVERITT, DAVID A., OCEANOL. ACTA, 12,(1989) N, C. 393-403
  作者：NICHOLS, PETER D.、VOLKMAN, JOHN K.、EVERITT, DAVID A.

  DOI：——

  日期：——
• SCRIBE, PIERRE;GUEZENNEC, JEAN;DAGAUT, JACQUES;PEPE, CLAUDE;SALIOT, ALAIN, ANAL. CHEM., 60,(1988) N 9, 928-931
  作者：SCRIBE, PIERRE、GUEZENNEC, JEAN、DAGAUT, JACQUES、PEPE, CLAUDE、SALIOT, ALAIN

  DOI：——

  日期：——
• LIPIDS FOR THE DELIVERY OF ACTIVE AGENTS
  申请人：ALNYLAM PHARMACEUTICALS, INC.

  公开号：US20140308304A1

  公开（公告）日：2014-10-16

  The present invention relates to novel cationic lipids that can be used in combination with other lipid components such as cholesterol and PEG-lipids to form lipid nanoparticles with oligonucleotides, to facilitate the cellular uptake and endosomal escape, and to knockdown target mRNA both in vitro and in vivo. The invention also relates to lipid particles comprising a neutral lipid, a lipid capable of reducing aggregation, a cationic lipid of the present invention, and optionally, a sterol. The lipid particle may further include a therapeutic agent such as a nucleic acid.