N-{5-[(4,4'-dimethoxytrityl)oxy]pentanoyl}-N'-(5-hydroxypentanoyl)-1,3-propanediamine | 1239890-93-7

• 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-{5-[(4,4'-dimethoxytrityl)oxy]pentanoyl}-N'-(5-hydroxypentanoyl)-1,3-propanediamine
• CAS: 1239890-93-7
• 化学式: C₃₄H₄₄N₂O₆
• 分子量: 576.733
• InChiKey: HLSRJKVPHVAWFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.97
• 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：
  0.41
• 拓扑面积：
  106.12
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N-{5-[(4,4'-dimethoxytrityl)oxy]pentanoyl}-N'-(5-hydroxypentanoyl)-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55%的产率得到N-[5-O-(2-cyanoethyl-N,N-diisopropylphosphoramidite)pentanoyl]-N'-{5-[(4,4'-dimethoxytrityl)oxy]pentanoyl}-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：

  delta-戊内酯 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 N-{5-[(4,4'-dimethoxytrityl)oxy]pentanoyl}-N'-(5-hydroxypentanoyl)-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