N-(carboxymethyl)-1,4,5,8-naphthalenetetracarboxylic anhydride-imide | 606927-27-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: N-(carboxymethyl)-1,4,5,8-naphthalenetetracarboxylic anhydride-imide
• CAS: 606927-27-9
• 化学式: C₁₆H₇NO₇
• 分子量: 325.234
• InChiKey: KJQVORYXDNMVMZ-UHFFFAOYSA-N

物化性质

• 沸点：
  697.7±40.0 °C(Predicted)
• 密度：
  1.786±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.83
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  118.05
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N-(carboxymethyl)-1,4,5,8-naphthalenetetracarboxylic anhydride-imide 在 吡啶 、 盐酸 、 N,N-二异丙基乙胺 作用下， 反应 8.0h， 生成 [7-(2-Amino-ethyl)-1,3,6,8-tetraoxo-3,6,7,8-tetrahydro-1H-benzo[lmn][3,8]phenanthrolin-2-yl]-acetic acid
  参考文献：
  名称：

  Synthesis and DNA binding properties of terminally modified peptide nucleic acids

  摘要：

  PNAs with terminal modifications of varying structure and charge were synthesized and their binding to DNA was studied. A variation in thermal stability of 19.8 degreesC has been observed between the least and the most stable PNA-DNA duplexes. The most stable duplex melts 7.7 degreesC higher than the duplex of the corresponding non-modified PNA and complementary DNA. It has been shown that sequence fidelity of the PNA conjugate having the highest DNA affinity is significantly better than that of non-modified PNA. The results obtained can be used for the design of PNA probes, whose binding to DNA is sequence independent. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00486-4
• 作为产物：
  描述：

  1,4,5,8-萘四甲酸酐 、 alkaline earth salt of/the/ methylsulfuric acid 在 吡啶 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 11.0h， 以46%的产率得到N-(carboxymethyl)-1,4,5,8-naphthalenetetracarboxylic anhydride-imide
  参考文献：
  名称：

  Synthesis and DNA binding properties of terminally modified peptide nucleic acids

  摘要：

  PNAs with terminal modifications of varying structure and charge were synthesized and their binding to DNA was studied. A variation in thermal stability of 19.8 degreesC has been observed between the least and the most stable PNA-DNA duplexes. The most stable duplex melts 7.7 degreesC higher than the duplex of the corresponding non-modified PNA and complementary DNA. It has been shown that sequence fidelity of the PNA conjugate having the highest DNA affinity is significantly better than that of non-modified PNA. The results obtained can be used for the design of PNA probes, whose binding to DNA is sequence independent. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00486-4