microgonotropen | 159539-41-0

• 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: microgonotropen
• 英文别名: 4-acetamido-N-[1-(3-aminopropyl)-5-[[5-[3-(dimethylamino)propylcarbamoyl]-1-methylpyrrol-3-yl]carbamoyl]pyrrol-3-yl]-1-methylpyrrole-2-carboxamide
• CAS: 159539-41-0
• 化学式: C₂₇H₃₉N₉O₄
• 分子量: 553.665
• InChiKey: ILUCGMPRZRWJAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.66
• 重原子数：
  40.0
• 可旋转键数：
  13.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  160.45
• 氢给体数：
  5.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  microgonotropen 在 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 4-acetamido-N-[1-[3-[[(2R)-2-amino-3-sulfanylpropanoyl]amino]propyl]-5-[[5-[3-(dimethylamino)propylcarbamoyl]-1-methylpyrrol-3-yl]carbamoyl]pyrrol-3-yl]-1-methylpyrrole-2-carboxamide
  参考文献：
  名称：

  Modulating the Rate of a Native Ligation Coupling between Tripyrrole Derivatives by Using Specific dsDNA Sequences

  摘要：

  The intrinsic recognition code associated with dsDNA allows either accelerating or retarding of a native chemical ligation reaction between tripyrrole ligands. The rate changes most probably stem from the sequence-dependent characteristics of the dsDNA-ligand complexes.

  DOI：

  10.1021/ol061551i
• 作为产物：
  描述：

  3-(1-methyl-4-aminopyrrole-2-carbonylamino)propyldimethylamine 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 、 potassium carbonate 、 氯磷酸二乙酯 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 39.33h， 生成 microgonotropen
  参考文献：
  名称：

  Modulating the Rate of a Native Ligation Coupling between Tripyrrole Derivatives by Using Specific dsDNA Sequences

  摘要：

  The intrinsic recognition code associated with dsDNA allows either accelerating or retarding of a native chemical ligation reaction between tripyrrole ligands. The rate changes most probably stem from the sequence-dependent characteristics of the dsDNA-ligand complexes.

  DOI：

  10.1021/ol061551i

文献信息

• A microgonotropen pentaaza pentabutylamine and its interactions with DNA
  作者：Dipanjan Sengupta、Andrei Blaskó、Thomas C. Bruice

  DOI：10.1016/0968-0896(96)00070-3

  日期：1996.6

  33258 (Ht) as a fluorescent titrant to follow binding of 4 to the hexadecameric duplex d(GGCGCAAATTTGGCGG)/(CCGCCAAATTTGCGCC) and by 1H NMR titration of d(CGCAAATTTGCG)2 with 4 that the latter forms both 1:1 and 2:1 dsDNA complexes. Certain aspects of the structure of 4:d(CGCAAATTTGCG)2 complex derived via 1H NMR are discussed. The electrophoretic mobilities of phi X-174 DNA digested with HaeIII endonuclease

  定点选择性DNA小沟结合三吡咯肽（1）的中心吡咯已通过-（CH2）3-NHCO-（ ）3-接头与N-保护的五氮杂五硼酸（17）连接，以提供19个基团，随后脱保护提供了五氨基酸微型戊糖戊酸4。多胺部分4从小沟伸出并结合到DNA的磷酸骨架上。我们发现，当使用Hoechst 33258（Ht）作为荧光滴定剂，以跟随4与十六聚体双链体d（GGCGCAAATTTGGCGG）/（CCGCCAAATTTGCGCC）的结合，并通过1H NMR滴定d（CGCAAATTTGCG）2时，后者形成4： 1和2：1 dsDNA复合物。讨论了通过1 H NMR得出的4：d（CGCAAATTTGCG）2配合物结构的某些方面。
• Toward encoding reactivity using double-stranded DNA. Sequence-dependent native chemical ligation of DNA binding polyamides
  作者：Adrian Jiménez-Balsa、Verónica I. Dodero、José L. Mascareñas

  DOI：10.1016/j.tet.2013.05.126

  日期：2013.9

  The coupling reaction between distamycin-related polyamides equipped with cysteine and thioester groups can be accelerated in the presence of double-stranded (ds) oligonucleotides with selected sequences. While the coupling reaction of reactive partners containing three pyrrole units is accelerated by dsDNAs containing ATTTTA or ATGTTA sites, the heterodimeric coupling between a tripyrrole and a polyamide equipped with two pyrroles and one imidazole, is accelerated by the latter DNA, but not by the other containing the A/T rich tract. These differences can be exploited for selecting preferred coupling pairs from a mixture of reactive monomers; therefore the reaction outcome depends on the instructions provided by the dsDNA sequence. (C) 2013 Elsevier Ltd. All rights reserved.
• A microgonotropen branched decaaza decabutylamine and its DNA and DNA/transcription factor interactions
  作者：Thomas C. Bruice、Dipanjan Sengupta、Andrei Blaskó、S.-Y. Chiang、T.A. Beerman

  DOI：10.1016/s0968-0896(97)00011-4

  日期：1997.4

  The central pyrrole of a site selective DNA minor groove binding tripyrrole peptide 1 has been attached to a branched decaaza decabutylamine via a -(CH2)(3)-NHCO-(CH2)(3)- linker to provide the decaaza-microgonotropen (8). The decaaza decabutylamine moiety of 8 was designed to have a much greater affinity to the phosphodiester linkages of the backbone of DNA. Employing Hoechst 33258 (I-It) as a fluorescent titrant, the equilibrium constants for the binding of 8 to the hexadecameric duplex d(GGCGCA(3)T(3)GGCGG)/d(CCGCCA(3)T(3)GCGCC) and to calf thymus DNA were determined. The log of the product of equilibrium constants (log KL1KL2) for 1:1 and 1:2 complexes formation at A(3)T(3) is 17 (35 degrees C). Results of studies of the inhibition of the binding of several proteins to target DNA are discussed. Binding of the E2F1 transcription factor to its DNA target is 50% inhibited at similar to 2 nM concentration of 8. (C) 1997 Elsevier Science Ltd.