N,N'-bis(12-amino-4,9-diazadodecyl)-3,4,9,10-perylenetetracarboxylic diimide

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: N,N'-bis(12-amino-4,9-diazadodecyl)-3,4,9,10-perylenetetracarboxylic diimide
• 英文别名: 7,18-Bis[3-[4-(3-aminopropylamino)butylamino]propyl]-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaene-6,8,17,19-tetrone
• 化学式: C₄₄H₅₆N₈O₄
• 分子量: 760.98
• InChiKey: YHPVXPBYWWVAIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  56
• 可旋转键数：
  24
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  175
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  精胺 、 3,4,9,10-苝四羧酸二酐 以 1,4-二氧六环 、 N,N-二甲基乙酰胺 为溶剂， 反应 26.0h， 生成 N,N'-bis(12-amino-4,9-diazadodecyl)-3,4,9,10-perylenetetracarboxylic diimide
  参考文献：
  名称：

  The number and distances of positive charges of polyamine side chains in a series of perylene diimides significantly influence their ability to induce G-quadruplex structures and inhibit human telomerase

  摘要：

  We have synthesized eight polyamine perylene diimides to conjugate the efficiency of perylene derivatives in stabilizing G-quadruplex structures and the polyamines' biological activity, due to specific interactions with different DNA domains. Our study was carried out by investigating the ability of these derivatives to induce inter- and intramolecular G-quadruplex structures by polyacrylamide gel electrophoresis (PAGE) and to inhibit telomerase in a modified TRAP assay. The two properties appear to be satisfactorily correlated and they show that the number and distances of positive charges in the side chains dramatically influence both these features. Although our previous studies on perylene derivatives with mono-positively charged side chains indicated that self assembly in aqueous solution leads to a major efficiency, the result observed with the spermine derivative suggests that a too strong aggregation is unfavourable, because it determines a lower solubility of the compounds. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.11.065