3,5-bis(octadecyloxy)benzyl alcohol | 503306-41-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,5-bis(octadecyloxy)benzyl alcohol
• 英文别名: (3,5-bis(octadecyloxy)phenyl)methanol；(3,5-Dioctadecoxyphenyl)methanol
• CAS: 503306-41-0
• 化学式: C₄₃H₈₀O₃
• 分子量: 645.106
• InChiKey: ZQXHLZFYLHRGPF-UHFFFAOYSA-N

物化性质

• 熔点：
  68-70 °C
• 沸点：
  704.3±45.0 °C(Predicted)
• 密度：
  0.905±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  18.6
• 重原子数：
  46
• 可旋转键数：
  37
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-bis(octadecyloxy)benzyl alcohol 在 四溴化碳 、 三氟甲磺酸三甲基硅酯 、 sodium hydride 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 76.0h， 生成 O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)oxyethyl 3,5-bis(octadecyloxy)benzyl ether
  参考文献：
  名称：

  Facile synthesis of stable lipid analogues possessing a range of alkyl groups: application to artificial glycolipids

  摘要：

  Efficient preparation of lipid analogues is described in which various long alkoxy chains and 2-hydroxyethyl group were covalently linked with benzoic acid derivatives. An a-mannopyranosyl group was stereoselectively introduced by the conventional imidate method into the terminal hydroxy group without any alternation of other moieties in a molecule. The resulting new glycoconjugates acted as models of natural glycolipids for protein-carbohydrate interactions. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00266-3
• 作为产物：
  描述：

  硬脂基溴 在 lithium aluminium tetrahydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成 3,5-bis(octadecyloxy)benzyl alcohol
  参考文献：
  名称：

  Hexagonal array formation by intermolecular halogen bonding using a binary blend of linear building blocks: STM study

  摘要：

  一种由线性构建块组成的双组分混合物导致分子间卤素键结合，从而形成六角形阵列。

  DOI：

  10.1039/c9cc00532c

文献信息

• Rational Design of Supramolecular Dynamic Protein Assemblies by Using a Micelle-Assisted Activity-Based Protein-Labeling Technology
  作者：Britto S. Sandanaraj、Mullapudi Mohan Reddy、Pavankumar Janardhan Bhandari、Sugam Kumar、Vinod K. Aswal

  DOI：10.1002/chem.201802824

  日期：2018.10.26

  self‐assembly of proteins into higher‐order superstructures is ubiquitous in biological systems. Genetic methods comprising both computational and rational design strategies are emerging as powerful methods for the design of synthetic protein complexes with high accuracy and fidelity. Although useful, most of the reported protein complexes lack a dynamic behavior, which may limit their potential applications

  在生物系统中，蛋白质自组装成高阶超结构是普遍存在的。包括计算和合理设计策略在内的遗传方法正在成为一种强大的方法，可用于设计具有高精度和高保真度的合成蛋白复合物。尽管有用，但大多数报道的蛋白质复合物缺乏动态行为，这可能限制了它们的潜在应用。相反，使用化学策略进行蛋白质工程设计为设计具有刺激响应功能和适应行为的蛋白质复合物提供了极好的可能性。但是，基于化学策略的设计不准确，因此会产生难以表征的多分散样品。这里，我们描述了通过超分子化学策略构建蛋白质复合物的简单设计原理。已经开发了一种基于胶束的基于活性的蛋白质标记技术来合成面部两亲合成蛋白的文库，该文库通过疏水相互作用自组装形成蛋白质复合物。所提出的方法适合于合成分子量和尺寸可与天然存在的蛋白质笼子相媲美的蛋白质复合物文库。设计的蛋白质复合物显示出丰富的结构多样性，低聚状态，大小和表面电荷，可以通过大分子设计进行工程设计。
• Targeted Delivery of mRNA with One-Component Ionizable Amphiphilic Janus Dendrimers
  作者：Dapeng Zhang、Elena N. Atochina-Vasserman、Devendra S. Maurya、Matthew Liu、Qi Xiao、Juncheng Lu、George Lauri、Nathan Ona、Erin K. Reagan、Houping Ni、Drew Weissman、Virgil Percec

  DOI：10.1021/jacs.1c09585

  日期：2021.11.3

  consisting of ionizable lipids, phospholipids, cholesterol, and a PEG-conjugated lipid, assembled by microfluidic or T-tube technology, have been extraordinarily successful for delivery of mRNA to provide Covid-19 vaccines. Recently, we reported a one-component multifunctional sequence-defined ionizable amphiphilic Janus dendrimer (IAJD) synthetic delivery system for mRNA relying on amphiphilic Janus dendrimers

  用病毒和合成载体靶向和有效地递送核酸是基因纳米医学的关键步骤。由可电离脂质、磷脂、胆固醇和 PEG 结合脂质组成的四组分脂质纳米颗粒合成递送系统，通过微流体或 T 管技术组装，在递送 mRNA 以提供 Covid-19 疫苗方面非常成功。最近，我们报道了一种单组分多功能序列定义的可电离两亲性 Janus 树枝状聚合物 (IAJD) 合成递送系统，该系统依赖于我们实验室开发的两亲性 Janus 树枝状聚合物和糖树状聚合物。两亲性 Janus 树枝状聚合物由与疏水树枝共轭的功能性亲水树枝组成。IAJDs 与 mRNA 共组装成树枝状大分子纳米颗粒 (DNPs) 是通过在醋酸盐缓冲液中简单注射而不是通过微流体装置进行的，并提供了一个非常有效的系统来将 mRNA 输送到肺部。在这里，我们报告了 IAJD 中树突的大部分亲水性片段被替换，仅保留其可电离的胺，同时将其互连基团从酰胺变为酯的疏水树突。由此产生的
• An Isothiouronium-derived Organized Monolayer at the Air–Water Interface: Design of Film-based Anion Sensor Systems for H₂PO₄⁻
  作者：Yoshihiro Misawa、Yuji Kubo、Sumio Tokita、Hirokazu Ohkuma、Hiroo Nakahara

  DOI：10.1246/cl.2004.1118

  日期：2004.9

  We have prepared for the first time an organized monolayer with long-chain amphiphiles possessing an isothiouronium segment. Interactions between the monolayer and anions in aqueous subphase have been investigated and show a significant selectivity of H2PO4−. Also, by fabricating the Langmuir–Blodgett (LB) films under competitive conditions of the anions used and picrate as an indicator, we can read out H2PO4− recognition using UV–vis spectroscopy, providing a potential application for the design of film-based anion sensor systems.

  我们首次准备了一个有序单层，该单层由具有异硫脲阳离子段的长链表面活性剂组成。研究了单层与水相下的阴离子之间的相互作用，结果显示对 H2PO4⁻ 具有显著的选择性。此外，通过在所使用阴离子的竞争条件下以及用 picrate 作为指示剂制备 Langmuir–Blodgett (LB) 薄膜，我们可以利用 UV–vis 光谱法读取 H2PO4⁻ 的识别，提供了用于设计基于薄膜的阴离子传感器系统的潜在应用。
• Effects of Fullerene Substituents on Structure and Photoelectrochemical Properties of Fullerene Nanoclusters Electrophoretically Deposited on Nanostructured SnO₂ Electrodes
  作者：Hiroki Hotta、Soonchul Kang、Tomokazu Umeyama、Yoshihiro Matano、Kaname Yoshida、Seiji Isoda、Hiroshi Imahori

  DOI：10.1021/jp044725r

  日期：2005.3.1

  Two kinds of fullerene derivatives have been designed to examine the effect of the fullerene substituents on the structure and photoelectrochemical properties of fullerene clusters electrophoretically deposited on nanostructured SnO2 electrodes. The cluster sizes increase and the incident photon-to-current efficiencies decrease with introduction of large substituents into C-60. The trend for photocurrent generation efficiency as well as surface morphology on the electrode can be explained by the steric bulkiness around the C-60 molecules. A C-60 molecule with two alkoxy chains is suggested to give a bilayer vesicle structure, irrespective of the hydrophobic nature of both the C-60 and alkoxy chain moieties. Such information will be valuable for the design of photoactive molecules, which are fabricated onto electrode surfaces to exhibit high energy conversion efficiency.
• [EN] ONE-COMPONENT DELIVERY SYSTEM FOR NUCLEIC ACIDS<br/>[FR] SYSTÈME D'ADMINISTRATION À COMPOSANT UNIQUE POUR ACIDES NUCLÉIQUES
  申请人：[en]THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA

  公开号：WO2022251191A1

  公开（公告）日：2022-12-01

  The invention relates to amphiphilic Janus dendrimers which may form nanoparticles. The invention also relates to methods of inducing an adaptive immune response in a subject comprising administering to the subject an effective amount of a composition comprising at least one nucleoside-modified RNA encoding at least one antigen and at least one amphiphilic Janus dendrimer and to methods of delivering an agent to a subject in need thereof, said method comprising the step of delivering to the subject a composition comprising an agent encapsulated by a nanoparticle.