N-(2-(2-(4,4'-dimethoxytrityloxy)ethoxy)ethanoyl)-N'-(2-(2-hydroxyethoxy)ethanoyl)-1,3-propanediamine | 1239890-96-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N-(2-(2-(4,4'-dimethoxytrityloxy)ethoxy)ethanoyl)-N'-(2-(2-hydroxyethoxy)ethanoyl)-1,3-propanediamine
• CAS: 1239890-96-0
• 化学式: C₃₂H₄₀N₂O₈
• 分子量: 580.678
• InChiKey: FNGITDIYCUJCLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.66
• 重原子数：
  42.0
• 可旋转键数：
  19.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  124.58
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  N-(2-(2-(4,4'-dimethoxytrityloxy)ethoxy)ethanoyl)-N'-(2-(2-hydroxyethoxy)ethanoyl)-1,3-propanediamine 、 2-氰乙基N,N-二异丙基氯亚磷酰胺 在 吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以81%的产率得到N-(2-(2-O-(2-cyanoethyl-N,N-diisopropylphosphoramidite)-ethoxy)ethanoyl)-N'-(2-(2-(4,4'-dimethoxytrityloxy)ethoxy)ethanoyl)-1,3-propanediamine
  参考文献：
  名称：

  Synthesis and Evaluation of New Spacers for Use as dsDNA End-Caps

  摘要：

  A series of aliphatic and aromatic spacer molecules designed to cap the ends of DNA duplexes have been synthesized. The spacers were converted into dimethoxytrityl-protected phosphoramidites as synthons for oligonucleotides synthesis. The effect of the spacers on the stability of short DNA duplexes was assessed by melting temperature studies. End-caps containing amide groups were found to be less stabilizing than the hexaethylene glycol spacer. End-caps containing either a terthiophene or a naphthalene tetracarboxylic acid diimidc were found to be significantly more stabilizing. The former showed a preference for stacking above an A.T base pair. Spacers containing only methylene (-CH2-) and amide (-CONH-) groups interact weakly with DNA and consequently may be optimal for applications that require minimal influence on DNA structure but require a way to hold the ends of double-stranded DNA together.

  DOI：

  10.1021/bc100202y
• 作为产物：
  描述：

  N,N'-bis-(2-(2-benzyloxyethoxy)ethanoyl)-1,3-propanediamine 在 吡啶 、 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 N-(2-(2-(4,4'-dimethoxytrityloxy)ethoxy)ethanoyl)-N'-(2-(2-hydroxyethoxy)ethanoyl)-1,3-propanediamine
  参考文献：
  名称：

  Synthesis and Evaluation of New Spacers for Use as dsDNA End-Caps

  摘要：

  A series of aliphatic and aromatic spacer molecules designed to cap the ends of DNA duplexes have been synthesized. The spacers were converted into dimethoxytrityl-protected phosphoramidites as synthons for oligonucleotides synthesis. The effect of the spacers on the stability of short DNA duplexes was assessed by melting temperature studies. End-caps containing amide groups were found to be less stabilizing than the hexaethylene glycol spacer. End-caps containing either a terthiophene or a naphthalene tetracarboxylic acid diimidc were found to be significantly more stabilizing. The former showed a preference for stacking above an A.T base pair. Spacers containing only methylene (-CH2-) and amide (-CONH-) groups interact weakly with DNA and consequently may be optimal for applications that require minimal influence on DNA structure but require a way to hold the ends of double-stranded DNA together.

  DOI：

  10.1021/bc100202y