(S)-2-{2-[2-(2-Amino-ethoxy)-ethoxy]-ethylamino}-pentanedioic acid dihexadecyl ester | 184005-74-1

• 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: (S)-2-{2-[2-(2-Amino-ethoxy)-ethoxy]-ethylamino}-pentanedioic acid dihexadecyl ester
• CAS: 184005-74-1
• 化学式: C₄₃H₈₆N₂O₆
• 分子量: 727.166
• InChiKey: YSSHVRPEFQWBJI-RWYGWLOXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.77
• 重原子数：
  51.0
• 可旋转键数：
  43.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  109.11
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (S)-2-{2-[2-(2-Amino-ethoxy)-ethoxy]-ethylamino}-pentanedioic acid dihexadecyl ester 、 5-{(2S,4R)-2-[(1S,2R)-1-Carboxy-2-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propylcarbamoyl]-4-hydroxy-pyrrolidin-1-yl}-5-oxo-pentanoic acid benzyl ester 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以52%的产率得到
  参考文献：
  名称：

  Liposome-like fucopeptides as sialyl lewis X mimetics

  摘要：

  Several fucodipeptides and their liposome-like derivatives were prepared and tested as inhibitors of sialyl Lewis X binding to E-selectin. It has been found that trans-hydroxyproline (D or L) can be used to mimic the galactose residue of sialyl Lewis X, and the mimetic containing 3,4-dihydroxy-D-proline is the most active with IC50 value (50 mu M) 10-fold greater than sialyl Lewis X. Derivatization of a hydroxythreonine-containing fucodipeptides into a covalent liposome-like derivative, however, provides a mimetic with only IC50 similar to 30 mu M. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00509-4
• 作为产物：
  描述：

  2-(2-(2-azidoethoxy)ethoxy)acetaldehyde 在 palladium on activated charcoal 盐酸 、 氢气 、 sodium cyanoborohydride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 (S)-2-{2-[2-(2-Amino-ethoxy)-ethoxy]-ethylamino}-pentanedioic acid dihexadecyl ester
  参考文献：
  名称：

  Liposome-like fucopeptides as sialyl lewis X mimetics

  摘要：

  Several fucodipeptides and their liposome-like derivatives were prepared and tested as inhibitors of sialyl Lewis X binding to E-selectin. It has been found that trans-hydroxyproline (D or L) can be used to mimic the galactose residue of sialyl Lewis X, and the mimetic containing 3,4-dihydroxy-D-proline is the most active with IC50 value (50 mu M) 10-fold greater than sialyl Lewis X. Derivatization of a hydroxythreonine-containing fucodipeptides into a covalent liposome-like derivative, however, provides a mimetic with only IC50 similar to 30 mu M. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00509-4