5,11,17,23-tetrakis[2-(α-L-fucosyl)acetylglycylamido]-25,26,27,28-tetrapropoxycalix[4]arene | 1339804-31-7

• 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: 5,11,17,23-tetrakis[2-(α-L-fucosyl)acetylglycylamido]-25,26,27,28-tetrapropoxycalix[4]arene
• 英文别名: N-[2-oxo-2-[[25,26,27,28-tetrapropoxy-11,17,23-tris[[2-[[2-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]acetyl]amino]acetyl]amino]-5-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]amino]ethyl]-2-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]acetamide
• CAS: 1339804-31-7
• 化学式: C₈₀H₁₁₂N₈O₂₈
• 分子量: 1633.81
• InChiKey: HGOBVEVVYDFUNI-PCRDDSNZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  116
• 可旋转键数：
  32
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  549
• 氢给体数：
  20
• 氢受体数：
  28

反应信息

• 作为产物：
  描述：

  5,11,17,23-tetrakis[2-(2,3,4-tri-O-acetyl-α-L-fucosyl)acetylglycylamido]-25,26,27,28-tetrapropoxycalix[4]arene 在 氨 作用下， 以 甲醇 、 水 为溶剂， 以100%的产率得到5,11,17,23-tetrakis[2-(α-L-fucosyl)acetylglycylamido]-25,26,27,28-tetrapropoxycalix[4]arene
  参考文献：
  名称：

  Multivalent calixarene-based C-fucosyl derivative: a new Pseudomonas aeruginosa biofilm inhibitor

  摘要：

  The first example of multivalent conjugate in which four alpha-L-C-fucosyl units are clustered by means of a calix[4]arene platform was designed as a new potential Pseudomonas aeruginosa biofilm inhibitor. The anti-biofilm activity of the synthesized compound (6) against PAO1 strain was assayed and it was found to be dose-dependent. The presence of the fucose cluster improves the biofilm inhibitor efficiency as proven by the lower inhibitor activity of the analogous glycyl-calix[4]arene derivative (3) lacking in the fucose moieties. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.142