(2S)-6-amino-2-[3-[13-[2-[[2-[[2-[[2-[[(2S)-6-amino-2-[3-[13-[2-[(2-aminoacetyl)amino]ethyl]-5,7,12,14-tetraoxo-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaen-6-yl]propanoylamino]hexanoyl]amino]acetyl]amino]acetyl]amino]acetyl]amino]ethyl]-5,7,12,14-tetraoxo-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaen-6-yl]propanoylamino]hexanoic acid | 194991-84-9

• 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)-6-amino-2-[3-[13-[2-[[2-[[2-[[2-[[(2S)-6-amino-2-[3-[13-[2-[(2-aminoacetyl)amino]ethyl]-5,7,12,14-tetraoxo-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaen-6-yl]propanoylamino]hexanoyl]amino]acetyl]amino]acetyl]amino]acetyl]amino]ethyl]-5,7,12,14-tetraoxo-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaen-6-yl]propanoylamino]hexanoic acid
• CAS: 194991-84-9
• 化学式: C₅₈H₆₄N₁₄O₁₇
• 分子量: 1229.23
• InChiKey: GLTXHLKQDKHDIO-UWXQCODUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6
• 重原子数：
  89
• 可旋转键数：
  31
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  469
• 氢给体数：
  11
• 氢受体数：
  20

反应信息

• 作为产物：
  描述：

  N-2-(N^α-9-fluorenylmethoxycarbonylglycyl)aminoethyl-N'-(2-carboxyethyl)-1,4,5,8-naphthalenetetracarboxylic diimide 在 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 (2S)-6-amino-2-[3-[13-[2-[[2-[[2-[[2-[[(2S)-6-amino-2-[3-[13-[2-[(2-aminoacetyl)amino]ethyl]-5,7,12,14-tetraoxo-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaen-6-yl]propanoylamino]hexanoyl]amino]acetyl]amino]acetyl]amino]acetyl]amino]ethyl]-5,7,12,14-tetraoxo-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaen-6-yl]propanoylamino]hexanoic acid
  参考文献：
  名称：

  A New Class of Polyintercalating Molecules

  摘要：

  We have synthesized a series of polyintercalating compounds, including the first known tetraintercalator, based on the 1,4,5,8-naphthalenetetracarboxylic diimide chromophore. The chromophores are attached in a head-to-tail arrangement by peptide linkers and are synthesized by standard solid phase peptide synthesis methods. We report evidence, based on UV-visible spectroscopy and viscometry, that the compounds are fully intercalated upon binding to double-stranded DNA. Using DNAse I footprinting experiments, the bisintercalator 2 was found to bind to DNA in a cooperative manner. The footprinting results as well as association and dissociation kinetics data reveal that the compounds exhibit a tremendous preference for GC over AT sequences. A. mode of binding is proposed in which the compounds intercalate completely from the major groove, and not in a threading manner as may be suggested by their structures. A kinetic scheme is proposed that takes into account the observed cooperativity and fits the data for the dissociations of the polyintercalators from poly(dAdT), although a similar scheme could not adequately model their dissociations from poly(dGdC) or from calf thymus DNA.

  DOI：

  10.1021/ja9706108