N-[3-(dimethylamino)propyl]-1-methyl-4-[(4-{[1-methyl-4-(methylcarboxamido)-1H-2-pyrrolyl]carboxamido}-1H-2-pyrrolyl)carboxamido]-1H-2-pyrrolecarboxamide | 913960-97-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-[3-(dimethylamino)propyl]-1-methyl-4-[(4-{[1-methyl-4-(methylcarboxamido)-1H-2-pyrrolyl]carboxamido}-1H-2-pyrrolyl)carboxamido]-1H-2-pyrrolecarboxamide
• 英文别名: 4-acetamido-N-[5-[[5-[3-(dimethylamino)propylcarbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1H-pyrrol-3-yl]-1-methylpyrrole-2-carboxamide
• CAS: 913960-97-1
• 化学式: C₂₄H₃₂N₈O₄
• 分子量: 496.569
• InChiKey: SXOCEDNEMOEIDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  36
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  145
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[3-(dimethylamino)propyl]-1-methyl-4-[(4-{[1-methyl-4-(methylcarboxamido)-1H-2-pyrrolyl]carboxamido}-1H-2-pyrrolyl)carboxamido]-1H-2-pyrrolecarboxamide 在 potassium carbonate 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 11.0h， 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
• 作为产物：
  描述：

  N-[3-(dimethylamino)propyl]-1-methyl-4-[[4-[(1-methyl-4-nitropyrrole-2-carbonyl)amino]-1H-pyrrole-2-carbonyl]amino]pyrrole-2-carboxamide 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 N-[3-(dimethylamino)propyl]-1-methyl-4-[(4-{[1-methyl-4-(methylcarboxamido)-1H-2-pyrrolyl]carboxamido}-1H-2-pyrrolyl)carboxamido]-1H-2-pyrrolecarboxamide
  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

• Modulating the Rate of a Native Ligation Coupling between Tripyrrole Derivatives by Using Specific dsDNA Sequences
  作者：Verónica I. Dodero、Manuel Mosquera、Juan B. Blanco、Luis Castedo、José L. Mascareñas

  DOI：10.1021/ol061551i

  日期：2006.9.1

  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.
• 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.