| 1286188-09-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1286188-09-7
• 化学式: C₁₄₄H₂₂₂N₁₈O₅₂S₄
• 分子量: 3165.7
• InChiKey: NYSSRGNRVYYDJJ-PSVINRPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.93
• 重原子数：
  218.0
• 可旋转键数：
  48.0
• 环数：
  15.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  936.36
• 氢给体数：
  28.0
• 氢受体数：
  56.0

反应信息

• 作为反应物：
  描述：

  、 三氟乙酸 以 二氯甲烷 为溶剂， 反应 4.0h， 以8.1 mg的产率得到
  参考文献：
  名称：

  Synthesis and Spectroscopic Studies of the Aminoglycoside (Neomycin)−Perylene Conjugate Binding to Human Telomeric DNA

  摘要：

  Synthesis of a novel perylene neomycin conjugate (3) and the properties of its binding to human telomeric G-quadruplex DNA, 5'-d[AG(3)-(T(2)AG(3))(3)] (4), are reported. Various spectroscopic techniques were employed to characterize the binding of conjugate 3 to 4. A competition dialysis assay revealed that 3 preferentially binds to 4, in the presence of other nucleic acids, including DNA, RNA, DNA RNA hybrids, and other higher-order structures (single strands, duplexes, triplexes, other G-quadruplexes, and the i-motif). UV thermal denaturation studies showed that thermal stabilization of 4 increases as a function of the increasing concentration of 3. The fluorescence intercalator displacement (FID) assay displayed a significantly tighter binding of 3 with 4 as compared to its parent constituents [220-fold stronger than neomycin (1) and 4.5-fold stronger than perylene diamine (2), respectively]. The binding of 3 with 4 resulted in pronounced changes in the molar ellipticity of the DNA absorption region as confirmed by circular dichroism. The UV vis absorption studies of the binding of 3 to 4 resulted in a red shift in the spectrum of 3 as well as a marked hypochromic. change in the perylene absorption region, suggesting that the ligand quadruplex interaction involves stacking of the perylene moiety. Docking studies suggest that the perylene moiety serves as a bridge that end stacks on 4, making contacts with two thymine bases in the loop, while the two neomycin moieties branch into the grooves of 4.

  DOI：

  10.1021/bi1017304
• 作为产物：
  描述：

  、 neomycin thioisocyanate 在 三乙胺 、 4-二甲氨基吡啶 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 、 二氯甲烷 为溶剂， 反应 0.25h， 以15 mg的产率得到
  参考文献：
  名称：

  Synthesis and Spectroscopic Studies of the Aminoglycoside (Neomycin)−Perylene Conjugate Binding to Human Telomeric DNA

  摘要：

  Synthesis of a novel perylene neomycin conjugate (3) and the properties of its binding to human telomeric G-quadruplex DNA, 5'-d[AG(3)-(T(2)AG(3))(3)] (4), are reported. Various spectroscopic techniques were employed to characterize the binding of conjugate 3 to 4. A competition dialysis assay revealed that 3 preferentially binds to 4, in the presence of other nucleic acids, including DNA, RNA, DNA RNA hybrids, and other higher-order structures (single strands, duplexes, triplexes, other G-quadruplexes, and the i-motif). UV thermal denaturation studies showed that thermal stabilization of 4 increases as a function of the increasing concentration of 3. The fluorescence intercalator displacement (FID) assay displayed a significantly tighter binding of 3 with 4 as compared to its parent constituents [220-fold stronger than neomycin (1) and 4.5-fold stronger than perylene diamine (2), respectively]. The binding of 3 with 4 resulted in pronounced changes in the molar ellipticity of the DNA absorption region as confirmed by circular dichroism. The UV vis absorption studies of the binding of 3 to 4 resulted in a red shift in the spectrum of 3 as well as a marked hypochromic. change in the perylene absorption region, suggesting that the ligand quadruplex interaction involves stacking of the perylene moiety. Docking studies suggest that the perylene moiety serves as a bridge that end stacks on 4, making contacts with two thymine bases in the loop, while the two neomycin moieties branch into the grooves of 4.

  DOI：

  10.1021/bi1017304