N-[9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-(3-imidazol-1-yl-propylamino)-9H-purin-6-yl]-isobutyramide | 155369-05-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: N-[9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-(3-imidazol-1-yl-propylamino)-9H-purin-6-yl]-isobutyramide
• CAS: 155369-05-4
• 化学式: C₂₀H₂₈N₈O₄
• 分子量: 444.494
• InChiKey: RYYIWHXQVKIWSU-RRFJBIMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.76
• 重原子数：
  32.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  152.24
• 氢给体数：
  4.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  N-[9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-(3-imidazol-1-yl-propylamino)-9H-purin-6-yl]-isobutyramide 在 吡啶 、 TEA 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-2-(3-imidazol-1-ylpropylamino)purin-6-yl]-2-methylpropanamide
  参考文献：
  名称：

  Remarkable enhancement of binding affinity of Heterocycle-modified DNA to DNA and RNA. Synthesis, characterization and biophysical evaluation of N2-imidazolylpropylguanine and N2-imidazolylpropyl-2-aminoadenine modified oligonucleotides

  摘要：

  Oligonucleotides containing novel N-2-Imidazolylpropylguanine and N-2-Imidazolylpropyl-2-aminoadenine moieties were synthesized and studied for their hybridization and biophysical properties. Interestingly, these heterocycle modified oligonucleotides showed a remarkable enhancement of heteroduplex binding affinity when hybridized to complementary DNA.

  DOI：

  10.1016/s0040-4039(00)76514-2
• 作为产物：
  描述：

  克拉屈滨 在 吡啶 、 TEA 、 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 N-[9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-(3-imidazol-1-yl-propylamino)-9H-purin-6-yl]-isobutyramide
  参考文献：
  名称：

  Remarkable enhancement of binding affinity of Heterocycle-modified DNA to DNA and RNA. Synthesis, characterization and biophysical evaluation of N2-imidazolylpropylguanine and N2-imidazolylpropyl-2-aminoadenine modified oligonucleotides

  摘要：

  Oligonucleotides containing novel N-2-Imidazolylpropylguanine and N-2-Imidazolylpropyl-2-aminoadenine moieties were synthesized and studied for their hybridization and biophysical properties. Interestingly, these heterocycle modified oligonucleotides showed a remarkable enhancement of heteroduplex binding affinity when hybridized to complementary DNA.

  DOI：

  10.1016/s0040-4039(00)76514-2