2,2,2-Trichloro-1-(1-{4-[2-(2,2,2-trichloro-acetyl)-pyrrol-1-yl]-butyl}-1H-pyrrol-2-yl)-ethanone | 158628-07-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2,2-Trichloro-1-(1-{4-[2-(2,2,2-trichloro-acetyl)-pyrrol-1-yl]-butyl}-1H-pyrrol-2-yl)-ethanone
• CAS: 158628-07-0
• 化学式: C₁₆H₁₄Cl₆N₂O₂
• 分子量: 479.017
• InChiKey: JQTWIQVDKGVQGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.88
• 重原子数：
  26.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  44.0
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,2,2-Trichloro-1-(1-{4-[2-(2,2,2-trichloro-acetyl)-pyrrol-1-yl]-butyl}-1H-pyrrol-2-yl)-ethanone 在 platinum(IV) oxide 氢气 、 硝酸 、 乙酸酐 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， -78.0~55.0 ℃ 、101.33 kPa 条件下， 反应 15.58h， 生成
  参考文献：
  名称：

  A New DNA Minor Groove Binding Motif: Cross-Linked Lexitropsins

  摘要：

  The nitrogen atoms of central pyrrole rings on two separate tripyrrolecarboxamide strands were covalently linked through poly(methylene) chains to provide a novel class of lexitropsins potentially capable of B-DNA double-strand reading via the minor groove, CD titration experiments revealed increasingly enhanced binding of 1:1 stoichiometry to the poly(dA-dT)-poly(dA-dT) DNA from the tetrakis(methylene) linkage to the heptakis(methylene) linkage, suggesting gradually growing importance of the bidentate antiparallel side by side binding. Ethidium bromide fluorescence displacement experiments on both poly(dA-dT)-poly(dA-dT) and poly(dA)-poly(dT) DNA's supported this analysis by providing quantitative measurement of intrinsic binding constants. The heptakis(methylene) linkage offered a binding enhancement of approximately 1000 times compared with that of the monomer.

  DOI：

  10.1021/ja00095a001
• 作为产物：
  描述：

  1,4-Di--butan 、 三氯乙酰氯 以 二氯甲烷 为溶剂， 反应 24.0h， 以84%的产率得到2,2,2-Trichloro-1-(1-{4-[2-(2,2,2-trichloro-acetyl)-pyrrol-1-yl]-butyl}-1H-pyrrol-2-yl)-ethanone
  参考文献：
  名称：

  A New DNA Minor Groove Binding Motif: Cross-Linked Lexitropsins

  摘要：

  The nitrogen atoms of central pyrrole rings on two separate tripyrrolecarboxamide strands were covalently linked through poly(methylene) chains to provide a novel class of lexitropsins potentially capable of B-DNA double-strand reading via the minor groove, CD titration experiments revealed increasingly enhanced binding of 1:1 stoichiometry to the poly(dA-dT)-poly(dA-dT) DNA from the tetrakis(methylene) linkage to the heptakis(methylene) linkage, suggesting gradually growing importance of the bidentate antiparallel side by side binding. Ethidium bromide fluorescence displacement experiments on both poly(dA-dT)-poly(dA-dT) and poly(dA)-poly(dT) DNA's supported this analysis by providing quantitative measurement of intrinsic binding constants. The heptakis(methylene) linkage offered a binding enhancement of approximately 1000 times compared with that of the monomer.

  DOI：

  10.1021/ja00095a001