(2S)-2-amino-N,N'-dihexadecylbutanediamide | 229467-49-6

• 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
• 英文名称: (2S)-2-amino-N,N'-dihexadecylbutanediamide
• CAS: 229467-49-6
• 化学式: C₃₆H₇₃N₃O₂
• 分子量: 579.995
• InChiKey: UNRAQFYYYCIVLU-UMSFTDKQSA-N

物化性质

• 沸点：
  715.3±55.0 °C(Predicted)
• 密度：
  0.908±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  13.4
• 重原子数：
  41
• 可旋转键数：
  33
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  84.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2S)-2-amino-N,N'-dihexadecylbutanediamide 在 哌啶 、 4-二甲氨基吡啶 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 1-羟基苯并三唑一水物 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 9-[(S)-2-((S)-1,2-Bis-hexadecylcarbamoyl-ethylcarbamoyl)-1-tert-butoxycarbonyl-ethylcarbamoyl]-nonanoic acid tert-butyl ester
  参考文献：
  名称：

  Trigger lipids inducing pH-dependent liposome fusion

  摘要：

  Aspartic acid-derived artificial lipids (ADLs; s indicates the number of the methylene groups, s = 2, 4, 6, 8, 10, 12) (Scheme 1) with various carboxyl alkyl chains as head groups are designed and synthesized, which are incorporated into liposome membranes by sonication. Fluorescence resonance energy transfer (FRET) measurements indicate that ADL6, ADL8 and ADL10 have high lipid-mixing ability in the acidic solution. The other ADLs, however, do not induce remarkable liposome fusion at acidic nor neutral pH. The hydrophobicity of the head groups of ADL6, ADL8 and ADL10 is suitable as triggers of membrane fusion. (C) 2002 Elsevier Science Ireland Ltd. All rights reserved.

  DOI：

  10.1016/s0009-3084(02)00053-1
• 作为产物：
  描述：

  十六胺 在 4-二甲氨基吡啶 、 1-羟基苯并三唑 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 三氟乙酸 作用下， 生成 (2S)-2-amino-N,N'-dihexadecylbutanediamide
  参考文献：
  名称：

  Non-peptidic liposome-fusion compounds at acidic pH

  摘要：

  包括以天冬氨酸衍生的人工脂质（ADL）为基础、具有不同羧基烷基链作为头部的脂质体（ADLn；n表示亚甲基组的数量，n = 2,4,6,8,10,12）被制备，其中ADL6和ADL8脂质体在酸性区域诱导出显著高的脂质混合。

  DOI：

  10.1039/a901419e

文献信息

• Amphiphilic cyclodextrin derivatives, method for preparation thereof and uses thereof
  申请人：Perly Bruno

  公开号：US20070142324A1

  公开（公告）日：2007-06-21

  The invention relates to cyclodextrin derivatives of formula (I): in which: R 1 ═—NH-E-AA-(L 1 ) p (L 2 ) q where E=a linear or branched Cl-Cl 5 hydrocarbon-based group with, optionally, one or more hetero atoms; AA=the residue of an amino acid; L 1 and L 2 =a C 6 -C 24 hydrocarbon-based group with, optionally, one or more hetero atoms; p and q=0 or 1, at least one being ≠0; R 2 ═H, —CH 3 , isopropyl, hydroxypropyl, sulphobutyl ether; R 3 ═H or R 2 , except when R 2 =hydroxypropyl; all the R 4 ═—OH or R 2 , except when R 2 =hydroxypropyl, or at least one of the R 4 ═R 1 ; n=5, 6 or 7. The invention also relates to a process for preparing them, and to inclusion complexes and organized surfactant systems comprising them.

  该发明涉及以下式（I）的环糊精衍生物： 其中： R 1 ═—NH-E-AA-(L 1 ) p (L 2 ) q 其中E=线性或支链的Cl-Cl 5 碳氢基团，可选地，含有一个或多个杂原子；AA=氨基酸的残基；L 1 和L 2 =含有一个或多个杂原子的C 6 -C 24 碳氢基团；p和q=0或1，至少一个不等于0； R 2 ═H，—CH 3 ，异丙基，羟丙基，磺丁基醚； R 3 ═H或R 2 ，除非R 2 =羟丙基； 所有的R 4 ═—OH或R 2 ，除非R 2 =羟丙基，或者至少一个R 4 ═R 1 ；n=5、6或7。该发明还涉及一种制备它们的方法，以及包含它们的包合物和有序表面活性剂系统。
• Non-peptidic liposome-fusion compounds at acidic pH
  作者：Yoshikatsu Ogawa、Takenori Tomohiro、Masato Kodaka、Hiroaki Okuno、Yoshimitsu Yamazaki

  DOI：10.1039/a901419e

  日期：——

  Liposomes including aspartic acid-derived artificial lipids (ADL) with various carboxy alkyl chains as head groups (ADLn; n indicates the number of the methylene groups, n = 2,4,6,8,10,12) are prepared, in which ADL6 and ADL8 liposomes induce remarkably high lipid-mixing in the acidic region.

  包括以天冬氨酸衍生的人工脂质（ADL）为基础、具有不同羧基烷基链作为头部的脂质体（ADLn；n表示亚甲基组的数量，n = 2,4,6,8,10,12）被制备，其中ADL6和ADL8脂质体在酸性区域诱导出显著高的脂质混合。
• US7812152B2
  申请人：——

  公开号：US7812152B2

  公开（公告）日：2010-10-12
• Trigger lipids inducing pH-dependent liposome fusion
  作者：Yoshikatsu Ogawa、Masato Kodaka、Hiroaki Okuno

  DOI：10.1016/s0009-3084(02)00053-1

  日期：2002.10

  Aspartic acid-derived artificial lipids (ADLs; s indicates the number of the methylene groups, s = 2, 4, 6, 8, 10, 12) (Scheme 1) with various carboxyl alkyl chains as head groups are designed and synthesized, which are incorporated into liposome membranes by sonication. Fluorescence resonance energy transfer (FRET) measurements indicate that ADL6, ADL8 and ADL10 have high lipid-mixing ability in the acidic solution. The other ADLs, however, do not induce remarkable liposome fusion at acidic nor neutral pH. The hydrophobicity of the head groups of ADL6, ADL8 and ADL10 is suitable as triggers of membrane fusion. (C) 2002 Elsevier Science Ireland Ltd. All rights reserved.