2-(二十八烷基氨基)乙酸 | 139504-39-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-(二十八烷基氨基)乙酸
• 英文名称: N,N-dioctadecylglycine
• 英文别名: dioctadecylaminoacetic acid；2-(dioctadecylamino)acetic acid
• CAS: 139504-39-5
• 化学式: C₃₈H₇₇NO₂
• 分子量: 580.035
• InChiKey: YYIMETXSQCBXIB-UHFFFAOYSA-N

物化性质

• 熔点：
  102-103 °C
• 沸点：
  644.3±38.0 °C(Predicted)
• 密度：
  0.881±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  15.2
• 重原子数：
  41
• 可旋转键数：
  36
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(二十八烷基氨基)乙酸 、 二乙醇胺 在 氯甲酸乙酯 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以81%的产率得到2-dioctadecylamino-N,N-bis(2-hydroxyethyl)acetamide
  参考文献：
  名称：

  Pore formation in and enlargement of phospholipid liposomes by synthetic models of ceramides and sphingomyelin

  摘要：

  A family of compounds having twin octadecyl anchor chains and various polar headgroups were designed to be ceramide mimics. The compounds prepared increase the apparent permeability of phospholipid vesicles to chloride and carboxyfluorescein anions. In addition, significantly larger vesicles are observed after exposure to these compounds suggesting the possibility of vesicular fusion. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.10.001
• 作为产物：
  描述：

  methyl N,N-(dioctadecyl)glycinate 在 sodium hydroxide 、 盐酸 、 水 作用下， 以 水 为溶剂， 以98%的产率得到2-(二十八烷基氨基)乙酸
  参考文献：
  名称：

  功能化脂质的合成及其在可调节的核苷和核酸疏水化中的应用

  摘要：

  制备了两个功能化的单侧链和双侧链脂质分子（方案1和2）。该化合物带有末端COOH，OH或卤素取代基。此外，双侧链脂质18带有内部炔烃官能团。后一种化合物通过碱催化的烷基化作用在N（3）处使胸苷疏水化。此外，完全保护的胸苷，32，是N（3）烷基化与所述双面链醇9施加光延反应条件。

  DOI：

  10.1002/hlca.201100410

文献信息

• REACTIVE, LIPOPHILIC NUCLEOSIDE BUILDING BLOCKS FOR THE SYNTHESIS OF HYDROPHOBIC NUCLEIC ACIDS
  申请人：Ionovation GmbH

  公开号：US20190175633A1

  公开（公告）日：2019-06-13

  The present invention relates to a method for the isolation and/or identification of known or unknown sequences of nucleic acids (target sequences) optionally marked with reporter groups by base specific hybridation with complementary sequences using nucleolipids. The nucleolipids are prepared by lipophilizing nucleosides of formula (Ia) wherein Q represents a group having a substituted tetrahydrofuran ring and Bas represents a group having one or more heterocyclic rings having one or more heterocyclic nitrogen atoms.

  本发明涉及一种方法，用于通过碱特异性杂交与互补序列使用核苷酸脂质来分离和/或识别带有报告基团的已知或未知核酸序列（目标序列）。所述核苷酸脂质是通过使式（Ia）的核苷的亲脂化制备的， 其中，Q代表具有取代四氢呋喃环的基团，Bas代表具有一个或多个含有一个或多个杂环氮原子的杂环环的基团。
• Reactive, lipophilic nucleoside building blocks for the synthesis of hydrophobic nucleic acids
  申请人：Ionovation GmbH

  公开号：EP2712869A1

  公开（公告）日：2014-04-02

  The present invention relates to a method for the isolation and/or identification of known or unknown sequences of nucleic acids (target sequences) optionally marked with reporter groups by base specific hybridation with, essentially, complementary sequences (in the following referred to as sample oligonucleotides, sample sequences or sample nucleic acids), which belong to a library of sequences. Further, the invention relates to nucleolipids used in the method of the invention and a process for the preparation of said nucleolipids.

  本发明涉及一种用于通过与基本上互补序列（以下简称为样品寡核苷酸、样品序列或样品核酸）的碱基特异性杂交来分离和/或鉴定已知或未知核酸序列（目标序列）的方法，该目标序列可以选择性地标记有报告基团，这些目标序列属于一个序列库。此外，本发明涉及用于所述方法的核脂质以及用于制备所述核脂质的方法。
• [EN] COMPOSITIONS AND METHODS FOR DELIVERY OF THERAPEUTIC AGENTS<br/>[FR] COMPOSITIONS ET PROCÉDÉS PERMETTANT D'ADMINISTRER DES AGENTS THÉRAPEUTIQUES
  申请人：MODERNATX INC

  公开号：WO2017099823A1

  公开（公告）日：2017-06-15

  This disclosure provides improved lipid-based compositions, including lipid nanoparticle compositions, and methods of use thereof for delivering agents in vivo including nucleic acids and proteins. These compositions are not subject to accelerated blood clearance and they have an improved toxicity profile in vivo.

  这项披露提供了改进的基于脂质的组合物，包括脂质纳米粒子组合物，以及它们用于体内传递药剂的方法，包括核酸和蛋白质。这些组合物不受加速血清清除的影响，并且它们在体内具有改进的毒性特性。
• The effect of midpolar regime mimics on anion transport mediated by amphiphilic heptapeptides
  作者：Robert Pajewski、Jolanta Pajewska、Ruiqiong Li、Megan M. Daschbach、Elizabeth A. Fowler、George W. Gokel

  DOI：10.1039/b705179b

  日期：——

  Nine amphiphilic heptapeptides, synthetic anion transporters (SATs) of the form (C18H37)2N–Y–(Gly)3-Pro-(Gly)3–OCH2Ph were prepared. The unit (OH2)Y represents the diacids succinic, glutaric, diglycolic, 3-thiaglutaric, N-methyliminodiglycine, isophthalic, and terephthalic acids. Additionally, Y was absent or present as acetic acid affording the structure (C18H37)2N–(Gly)3-Pro-(Gly)3–OCH2Ph or (C18H37)2N–(Gly)4-Pro-(Gly)3–OCH2Ph. The diglycolic acid derivative was reported previously but the remaining compounds are new. These nine peptides mediated release of Cl– from DOPC/DOPA vesicles with varying efficacy. Chloride release diminished for the Y-containing amphiphilic heptapeptides in the order glutaric, succinic > 3-thiaglutaric > terephthalic > acetic, N-methyliminodiacetic, > no Y, isophthalic. The release of Cl– was generally exponential over time but the curve shapes were distinctly sigmoidal for the more flexible diacids. Computational studies were undertaken to assess differences in conformation. Overall, it appeared that Cl– release for those SATs that could adopt a linear conformation on the N-terminal side of proline correlated best with the polarity of the diacid.

  合成了九种两亲性庚肽，即合成阴离子转运蛋白（SATs），其形式为（C18H37）2N–Y–(Gly)3-Pro-(Gly)3–OCH2Ph。单位（OH2）Y代表二酸，即琥珀酸、戊二酸、二甘醇酸、3-硫代戊二酸、N-甲基亚氨基二甘氨酸、间苯二甲酸和对苯二甲酸。此外，Y可以不存在或以醋酸形式存在，形成结构（ ）2N–(Gly)3-Pro-(Gly)3–OCH2Ph或（ ）2N–(Gly)4-Pro-(Gly)3–OCH2Ph。曾报道过二甘醇酸衍生物，但其余化合物是新的。这九种肽以不同的效力介导DOPC/DOPA囊泡中Cl–的释放。含有Y的两亲性庚肽的氯离子释放顺序为戊二酸、琥珀酸 > 3-硫代戊二酸 > 对苯二甲酸 > 醋酸，N-甲基亚氨基二醋酸，> 无Y，间苯二甲酸。Cl–的释放通常随时间呈指数衰减，但对于更具柔韧性的二酸，曲线形状明显呈S形。进行了计算研究以评估构象差异。总的来说，对于那些能够在脯氨酸N末端侧形成线性构象的SATs，氯离子释放与二酸的极性最为相关。
• Substituted DTPA monoamides of the central carboxylic acid group and
  申请人：Schering Aktiengesellschaft

  公开号：US05676923A1

  公开（公告）日：1997-10-14

  Diethylenetriaminepentaacetic acid monoamide derivatives, their complexes and complex salts, containing an element of atomic numbers 21-29, 31, 32, 39, 42-44, 49 or 57-83, pharmaceutical agents containing these compounds, their use as contrast media and process for their production.

  双乙二胺五乙酸单酰胺衍生物，它们的配合物和络合盐，含有原子序数为21-29、31、32、39、42-44、49或57-83的元素，含有这些化合物的药物剂，它们作为造影剂的用途以及它们的生产工艺。