二十四碳-10,12-二炔酸 | 73510-22-2

• 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: 二十四碳-10,12-二炔酸
• 英文名称: 10,12-pentacosadiynoic acid
• 英文别名: 10,12-tetracosadiynoic acid；Tetracosa-10,12-diynoic acid
• CAS: 73510-22-2
• 化学式: C₂₄H₄₀O₂
• 分子量: 360.58
• InChiKey: BTFLPMJDEYDJMT-UHFFFAOYSA-N

物化性质

• 沸点：
  510.7±33.0 °C(Predicted)
• 密度：
  0.934±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  26
• 可旋转键数：
  18
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 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：

  二十四碳-10,12-二炔酸 、 beta-丙氨酸乙酯盐酸盐 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以87%的产率得到ethyl 3-(pentacosa-10,12-diynoylamido)propanoate
  参考文献：
  名称：

  Colorimetric UV sensors with tunable sensitivity from diacetylenes

  摘要：

  A series of diacetylene compounds containing D-alanine ethyl ester and di-beta-alanine ethyl ester groups were synthesized and dip-coated on paper for colorimetric UV sensing study. The white-to-blue-to-red colorimetric responses of the sensor strips were recorded by a photo scanner. The color images are analyzed based on the RGB color system to determine the color transition points and sensitivity. Coarse and fine tuning of the UV sensitivity was achieved by varying the head group and aliphatic chain length of the diacetylene lipids. Comparison of the UV sensitivity trends with the thermochromic sensitivity trends revealed that not only the photo-induced thermochromism but also photo-induced mechanical strain of the polydiacetylene backbone contributed to the color transition upon the UV irradiation. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.09.033

文献信息

• A Multidimensional Approach to Modulating Ionizable Lipids for High‐Performing and Organ‐Selective mRNA Delivery
  作者：Zepeng He、Zhicheng Le、Yi Shi、Lixin Liu、Zhijia Liu、Yongming Chen

  DOI：10.1002/anie.202310401

  日期：2023.10.23

  The development of lipid nanoparticles (LNPs) has enabled a successful clinical application of mRNA vaccines. However, disclosure of design principles for the core component‐ionizable lipids (ILs), improving the delivery efficacy and organ targeting of LNPs, remains a formidable challenge. Herein, we report a powerful strategy to modulate ILs in one‐step chemistry using the Ugi four‐component reaction (Ugi‐4CR) under mild conditions. A large IL library of new structures was established simply and efficiently through a multidimensional approach, allowing us to identify the top‐performing ILs in delivering mRNA via the formulated LNPs. Adjusting the skeleton of ILs has transformed the organ‐specific and robust transfection in mRNA delivery from the liver to the spleen following different administration routes. Of note, a series of isomeric ILs were prepared and we found that the isomers mattered greatly in the performance of LNPs for mRNA delivery. Furthermore, owing to the bis‐amide bonds formed in the Ugi‐4CR reaction, the ILs within LNPs may form hydrogen bonding intermolecularly, facilitating the colloidal stabilization of LNPs. This work provides clues to the rapid discovery and rational design of IL candidates, assisting the application of mRNA therapeutics.

  摘要 脂质纳米颗粒（LNPs）的开发使 mRNA 疫苗成功应用于临床。然而，揭示核心成分--可离子化脂质（ILs）的设计原理，提高 LNPs 的递送效力和器官靶向性，仍然是一个艰巨的挑战。在此，我们报告了一种在温和条件下使用 Ugi 四组份反应 (Ugi-4CR) 一步化学法调节 ILs 的强大策略。通过多维方法，我们简单高效地建立了一个包含新结构的大型IL库，从而确定了在通过配制的LNPs递送mRNA方面表现最佳的IL。调整ILs的骨架改变了不同给药途径将mRNA从肝脏传递到脾脏的器官特异性和强转染性。值得注意的是，我们制备了一系列异构体IL，并发现异构体对LNPs递送mRNA的性能有很大影响。此外，由于在 Ugi-4CR 反应中形成了双酰胺键，LNPs 中的 IL 可能会在分子间形成氢键，从而促进 LNPs 的胶体稳定。这项工作为快速发现和合理设计IL候选物提供了线索，有助于mRNA疗法的应用。
• METHOD OF PURIFYING/CONCENTRATING SUGAR CHAIN WITH SUGAR CHAIN-TRAPPING MOLECULE AND METHOD OF ANALYZING SUGAR CHAIN STRUCTURE
  申请人：Shionogi Co., Ltd.

  公开号：EP1577293B1

  公开（公告）日：2014-06-18
• Non-Invasive Diagnostic Device for Early Detection of Infection and Inflammation and Methods of Use
  申请人：Allen Barry W.

  公开号：US20140039280A1

  公开（公告）日：2014-02-06

  The present disclosure provides, in part, a self-contained, point-of-care device for the early detection of infection, or other pathologic conditions that can lead to system inflammation, by the detection of the endogenous gaseous mediator nitric oxide (NO.) and methods of use.