(all-E)-2,6,10,15,19,23-hexamethyl-tetracosa-6,10,14,18,22-pentaen-3-one | 74994-88-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (all-E)-2,6,10,15,19,23-hexamethyl-tetracosa-6,10,14,18,22-pentaen-3-one
• 英文别名: 2H-squalen-3-one；Tetracosa-2,6,10,14,18-pentaen-22-one, 2,6,10,15,19,23-hexamethyl-, all (E)-；(6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-6,10,14,18,22-pentaen-3-one
• CAS: 74994-88-0
• 化学式: C₃₀H₅₀O
• 分子量: 426.726
• InChiKey: WBXUCRLZZCFSMB-RLROCYJYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  31
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.63
• 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：

  (all-E)-2,6,10,15,19,23-hexamethyl-tetracosa-6,10,14,18,22-pentaen-3-one 在 amalgamated magnesium 作用下， 以 乙醚 为溶剂， 反应 1.25h， 生成 22,23-dihydro-22-methylenesqualene-2,3-epoxide
  参考文献：
  名称：

  Dietsch, Agnes; Delprino, Laura; Benveniste, Pierre, Journal of Chemical Research, Miniprint, 1980, # 2, p. 752 - 767

  摘要：

  DOI：
• 作为产物：
  描述：

  三十碳六烯-2,3-二醇 在 jones reagent 、 过碘酸 作用下， 以 乙醚 、 丙酮 、 苯 为溶剂， 反应 1.0h， 生成 (all-E)-2,6,10,15,19,23-hexamethyl-tetracosa-6,10,14,18,22-pentaen-3-one
  参考文献：
  名称：

  Dietsch, Agnes; Delprino, Laura; Benveniste, Pierre, Journal of Chemical Research, Miniprint, 1980, # 2, p. 752 - 767

  摘要：

  DOI：

文献信息

• Oligonucleotides, compositions and methods thereof
  申请人：WAVE LIFE SCIENCES LTD.

  公开号：US11013757B2

  公开（公告）日：2021-05-25

  The present disclosure pertains to the recognition that immune responses mediated by CpG oligonucleotides can be affected by the stereochemistry of modified internucleotidic linkages such as phosphorothioates. In some embodiments, the present disclosure relates to chirally controlled CpG oligonucleotide compositions comprising CpG oligonucleotides comprising multiple modified internucleotidic linkages such as phosphorothioate linkages, wherein the oligonucleotides comprise one or more CpG region motifs having defined stereochemistry patterns of chiral internucleotidic linkages. In some embodiments, CpG oligonucleotides comprising one or more CpG region motifs are capable of agonizing an immune response. In some embodiments, CpG oligonucleotides comprising one or more CpG region motifs are antagonistic. Methods for making and using chirally controlled CpG oligonucleotide compositions are also described. In some embodiments, no immune modulation is desired, and the present disclosure provides methods of identifying chirally controlled oligonucleotide compositions which have decreased immune modulation.

  本公开涉及这样一种认识，即 CpG 寡核苷酸介导的免疫反应可受硫代磷酸酯等修饰的核苷酸间连接的立体化学的影响。在一些实施方案中，本公开涉及手性控制的 CpG 寡核苷酸组合物，该组合物包含CpG 寡核苷酸，该CpG 寡核苷酸包含多个修饰的核苷酸间连接，如硫代磷酸酯连接，其中寡核苷酸包含一个或多个 CpG 区域基序，该 CpG 区域基序具有手性核苷酸间连接的确定立体化学模式。在一些实施方案中，包含一个或多个 CpG 区域基团的 CpG 寡核苷酸能够激动免疫反应。在某些实施方案中，包含一个或多个 CpG 区域基团的 CpG 寡核苷酸具有拮抗作用。还描述了制作和使用啁啾控制 CpG 寡核苷酸组合物的方法。在某些实施方案中，不需要免疫调节，本公开提供了确定免疫调节性降低的手性控制寡核苷酸组合物的方法。
• Acid-catalyzed Cyclization of Squalene Oxide
  作者：Morio Kishi、Tadahiro Kato、Yoshio Kitahara

  DOI：10.1248/cpb.15.1071

  日期：——
• Kitahara,Y. et al., Chemical and pharmaceutical bulletin, 1968, vol. 16, p. 2216 - 2222
  作者：Kitahara,Y. et al.

  DOI：——

  日期：——
• OLIGONUCLEOTIDES, COMPOSITIONS AND METHODS THEREOF
  申请人：WAVE LIFE SCIENCES LTD.

  公开号：US20190209604A1

  公开（公告）日：2019-07-11

  The present disclosure pertains to the recognition that immune responses mediated by CpG oligonucleotides can be affected by the stereochemistry of modified internucleotidic linkages such as phosphorothioates. In some embodiments, the present disclosure relates to chirally controlled CpG oligonucleotide compositions comprising CpG oligonucleotides comprising multiple modified internucleotidic linkages such as phosphorothioate linkages, wherein the oligonucleotides comprise one or more CpG region motifs having defined stereochemistry patterns of chiral internucleotidic linkages. In some embodiments, CpG oligonucleotides comprising one or more CpG region motifs are capable of agonizing an immune response. In some embodiments, CpG oligonucleotides comprising one or more CpG region motifs are antagonistic. Methods for making and using chirally controlled CpG oligonucleotide compositions are also described. In some embodiments, no immune modulation is desired, and the present disclosure provides methods of identifying chirally controlled oligonucleotide compositions which have decreased immune modulation.
• METHODS AND COMPOSITIONS OF BIOLOGICALLY ACTIVE AGENTS
  申请人：VARGEESE Chandra

  公开号：US20190249173A1

  公开（公告）日：2019-08-15

  In some embodiments, the present disclosure pertains to compositions and methods related to delivery of a biologically active agent, wherein the compositions comprise a biologically active agent and a lipid. In various embodiments, the lipid is selected from: lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, linoleic acid, alpha-linolenic acid, gamma-linolenic acid, docosa-hexaenoic acid (cis-DHA), turbinaric acid and dilinoleyl. In some embodiments, a composition and method are useful for delivery of a biologically active agent to a particular cell or tissue, e.g., a muscle cell or tissue.