3-amino-2-hydroxypropyl oleate | 145204-61-1

• 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: 3-amino-2-hydroxypropyl oleate
• 英文别名: (3-amino-2-hydroxypropyl) (Z)-octadec-9-enoate
• CAS: 145204-61-1
• 化学式: C₂₁H₄₁NO₃
• 分子量: 355.561
• InChiKey: PVNVNZXKCUIDCN-KTKRTIGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  25
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  72.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-monooleoyl glycerol 在 sodium azide 、 三苯基膦 作用下， 以 四氢呋喃 、 吡啶 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 32.0h， 生成 3-amino-2-hydroxypropyl oleate
  参考文献：
  名称：

  Design and Synthesis of Lipids for the Fabrication of Functional Lipidic Cubic-Phase Biomaterials

  摘要：

  A series of novel lipids with designed functionalities were synthesized. These lipids are based on conjugation of alpha-amino acids and their esters, cationic, anionic, neutral, and photochromic moieties to the lipophilic 9-cis octadecenyl chains by amide, ester, thioester, or amine bonds. Because of the plasticity of lipidic cubic phases, it is envisaged that when mixed with monooleoyl-rac-glycerol (monoolein, MO) and water at appropriate proportions, they would assemble to form bicontinuous lipidic cubic phases (LCPs) that exhibit the well-known material properties of LCPs such as phase stability, optical transparency, and chemical permeability. Moreover, due to the nature and position of the functionality at the headgroup region, we envision them to perform as functional materials by design.

  DOI：

  10.1021/jo301659c

文献信息

• JPS5551044A
  申请人：——

  公开号：JPS5551044A

  公开（公告）日：1980-04-14
• US4313888A
  申请人：——

  公开号：US4313888A

  公开（公告）日：1982-02-02
• [EN] LIPIDIC BIOMATERIALS FOR ENCAPSULATION AND TRIGGERED RELEASE<br/>[FR] BIOMATÉRIAUX LIPIDIQUES POUR L'ENCAPSULATION ET LA LIBÉRATION DÉCLENCHÉE
  申请人：UNIV ZUERICH

  公开号：WO2014056939A1

  公开（公告）日：2014-04-17

  The present invention relates to novel compounds, particularly for use as additives in a lipidic cubic phase material, and to novel lipidic cubic phase materials. These materials are biocompatible, stable and transparent and can encapsulate active compounds such as drugs and release them at will by chemical and/or photochemical triggering. A method of controlled release of a predetermined active compound, comprises the steps of: forming a lipidic cubic phase material by mixing a lipophilic component and a hydrophilic component comprising an aqueous solution containing the active compound; placing the lipidic cubic phase material in a region of interest; releasing the active compound by subjecting the lipidic cubic phase material to a chemical or photochemical stimulus.
• Design and Synthesis of Lipids for the Fabrication of Functional Lipidic Cubic-Phase Biomaterials
  作者：Yazmin M. Osornio、Peter Uebelhart、Silvan Bosshard、Fabian Konrad、Jay S. Siegel、Ehud M. Landau

  DOI：10.1021/jo301659c

  日期：2012.12.7

  A series of novel lipids with designed functionalities were synthesized. These lipids are based on conjugation of alpha-amino acids and their esters, cationic, anionic, neutral, and photochromic moieties to the lipophilic 9-cis octadecenyl chains by amide, ester, thioester, or amine bonds. Because of the plasticity of lipidic cubic phases, it is envisaged that when mixed with monooleoyl-rac-glycerol (monoolein, MO) and water at appropriate proportions, they would assemble to form bicontinuous lipidic cubic phases (LCPs) that exhibit the well-known material properties of LCPs such as phase stability, optical transparency, and chemical permeability. Moreover, due to the nature and position of the functionality at the headgroup region, we envision them to perform as functional materials by design.