4-hydroxy-N-[3-[(4-hydroxybutyryl)amino]propyl]butyramide | 303173-48-0

• 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: 4-hydroxy-N-[3-[(4-hydroxybutyryl)amino]propyl]butyramide
• 英文别名: N,N'-bis-(4-hydroxybutanoyl)-1,3-propanediamine；4-hydroxy-N-[3-(4-hydroxybutanoylamino)propyl]butanamide
• CAS: 303173-48-0
• 化学式: C₁₁H₂₂N₂O₄
• 分子量: 246.307
• InChiKey: NXOXYYMPEPFKGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  17
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 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：

  4-hydroxy-N-[3-[(4-hydroxybutyryl)amino]propyl]butyramide 在 吡啶 、 四氮唑 、 4-二甲氨基吡啶 作用下， 生成 N-[4-O-(2-cyanoethyl-N,N-diisopropylphophoramidite)butanoyl]-N'-{4-[4,4'-(dimethoxytrityl)oxy]butanoyl}-1,3-propanediamine
  参考文献：
  名称：

  稳定短DNA双链体的端盖。

  摘要：

  描述了用于共价连接平末端双链DNA的3'和5'羟基的端帽的合成。封端二醇被转化为DMTr保护的亚磷酰胺，并掺入到自互补八聚体的核苷酸4和5之间。通过Tm实验对自互补八聚体测定端帽对双链DNA的稳定作用。

  DOI：

  10.1081/ncn-120023088
• 作为产物：
  描述：

  γ-丁内酯 、 1,3-丙二胺 在 4-二甲氨基吡啶 作用下， 以 甲醇 为溶剂， 以80%的产率得到4-hydroxy-N-[3-[(4-hydroxybutyryl)amino]propyl]butyramide
  参考文献：
  名称：

  稳定短DNA双链体的端盖。

  摘要：

  描述了用于共价连接平末端双链DNA的3'和5'羟基的端帽的合成。封端二醇被转化为DMTr保护的亚磷酰胺，并掺入到自互补八聚体的核苷酸4和5之间。通过Tm实验对自互补八聚体测定端帽对双链DNA的稳定作用。

  DOI：

  10.1081/ncn-120023088

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.
• Endcaps for Stabilizing Short DNA Duplexes
  作者：Pei-Sze Ng、Maneesh R. Pingle、Ganesan Balasundarum、Alan Friedman、Xiaolin Zu、Donald E. Bergstrom

  DOI：10.1081/ncn-120023088

  日期：2003.10

  double-stranded DNA are described. Endcap diols were converted into DMTr protected phosphoramidites and incorporated between nucleotides 4 and 5 of a self-complementary octamer. The stabilizing effect of the endcaps on duplex DNA was determined by Tm experiments on the self-complementary octamer.

  描述了用于共价连接平末端双链DNA的3'和5'羟基的端帽的合成。封端二醇被转化为DMTr保护的亚磷酰胺，并掺入到自互补八聚体的核苷酸4和5之间。通过Tm实验对自互补八聚体测定端帽对双链DNA的稳定作用。