4-(1-hydroxyethyl)-3-nitro-N-{2-[2-(2-{2-[4-(4-oxopentanoylamino)benzoylamino]ethoxy}ethoxy)ethoxy]ethyl}benzamide | 1039151-82-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(1-hydroxyethyl)-3-nitro-N-{2-[2-(2-{2-[4-(4-oxopentanoylamino)benzoylamino]ethoxy}ethoxy)ethoxy]ethyl}benzamide
• CAS: 1039151-82-0
• 化学式: C₂₉H₃₈N₄O₁₀
• 分子量: 602.642
• InChiKey: XELPXPUUCPQLML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.17
• 重原子数：
  43.0
• 可旋转键数：
  20.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  195.43
• 氢给体数：
  4.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  4-(1-hydroxyethyl)-3-nitro-N-{2-[2-(2-{2-[4-(4-oxopentanoylamino)benzoylamino]ethoxy}ethoxy)ethoxy]ethyl}benzamide 、 2-氰乙基N,N-二异丙基氯亚磷酰胺 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以61%的产率得到N,N-diisopropylphosphoramidous acid 2-cyanoethyl ester 1-(2-nitro-4-{2-[2-(2-{2-[4-(4-oxopentanoylamino)benzoylamino]ethoxy}ethoxy)ethoxy]ethylcarbamoyl}phenyl)ethyl ester
  参考文献：
  名称：

  Photocleavable Initiator Nucleotide Substrates for an Aldolase Ribozyme

  摘要：

  We have previously reported the in vitro selection of a ribozyme that catalyzes an aldol reaction between a levulinic amide aldol donor and a benzaldehyde substrate. The selection scheme involved the priming of the RNA library with a levulinic amide aldol donor group that was introduced via transcription priming in the presence of a modified guanosine mononucleotide derivative. Here we provide a detailed description of the synthesis of the ribozyme substrates and the substrate oligonucleotides used for its isolation and characterization. The aldol donor group was attached to the phosphate moiety of guanosine monophosphate via a photocleavable linker molecule. This initiator nucleotide was efficiently incorporated into RNA molecules of differing sizes and composition by transcription priming with T7 RNA polymerase. With this method modified RNA oligonucleotides as small as a 6-mer sequence can be generated. A temperature profile of the intermolecular reaction indicates that the modified RNA hexamer binds the ribozyme largely by Watson-Crick pairing and only to a minor extent via the non-RNA moiety, whereas the ribozyme appears to have evolved a specific binding site for the aldehyde substrate.

  DOI：

  10.1021/jo800639p
• 作为产物：
  描述：

  N-(2-{2-[2-(2-aminoethoxy)ethoxy]ethoxy}ethyl)-4-(1-hydroxyethyl)-3-nitrobenzamide 、 4-(4-oxopentanoylamino)benzoic acid 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 以40%的产率得到4-(1-hydroxyethyl)-3-nitro-N-{2-[2-(2-{2-[4-(4-oxopentanoylamino)benzoylamino]ethoxy}ethoxy)ethoxy]ethyl}benzamide
  参考文献：
  名称：

  Photocleavable Initiator Nucleotide Substrates for an Aldolase Ribozyme

  摘要：

  We have previously reported the in vitro selection of a ribozyme that catalyzes an aldol reaction between a levulinic amide aldol donor and a benzaldehyde substrate. The selection scheme involved the priming of the RNA library with a levulinic amide aldol donor group that was introduced via transcription priming in the presence of a modified guanosine mononucleotide derivative. Here we provide a detailed description of the synthesis of the ribozyme substrates and the substrate oligonucleotides used for its isolation and characterization. The aldol donor group was attached to the phosphate moiety of guanosine monophosphate via a photocleavable linker molecule. This initiator nucleotide was efficiently incorporated into RNA molecules of differing sizes and composition by transcription priming with T7 RNA polymerase. With this method modified RNA oligonucleotides as small as a 6-mer sequence can be generated. A temperature profile of the intermolecular reaction indicates that the modified RNA hexamer binds the ribozyme largely by Watson-Crick pairing and only to a minor extent via the non-RNA moiety, whereas the ribozyme appears to have evolved a specific binding site for the aldehyde substrate.

  DOI：

  10.1021/jo800639p