N,N'-bis-(5-hydroxypentanoyl)-1,3-propanediamine | 303173-59-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N,N'-bis-(5-hydroxypentanoyl)-1,3-propanediamine
• 英文别名: 5-hydroxy-N-[3-(5-hydroxypentanoylamino)propyl]pentanamide
• CAS: 303173-59-3
• 化学式: C₁₃H₂₆N₂O₄
• 分子量: 274.36
• InChiKey: NHRORGUAGQJFDK-UHFFFAOYSA-N

物化性质

• 沸点：
  599.0±45.0 °C(Predicted)
• 密度：
  1.097±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  19
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  98.7
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-bis-(5-hydroxypentanoyl)-1,3-propanediamine 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， 生成 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 、 1,3-丙二胺 在 4-二甲氨基吡啶 作用下， 以 甲醇 为溶剂， 以85%的产率得到N,N'-bis-(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

文献信息

• Synthesis and Evaluation of New Spacers for Use as dsDNA End-Caps
  作者：Pei-Sze Ng、Brian M. Laing、Ganesan Balasundarum、Maneesh Pingle、Alan Friedman、Donald E. Bergstrom

  DOI：10.1021/bc100202y

  日期：2010.8.18

  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.