(2R,3S,5R)-5-[6-Amino-2-(3-imidazol-1-yl-propylamino)-purin-9-yl]-2-hydroxymethyl-tetrahydro-furan-3-ol | 136834-45-2

• 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: (2R,3S,5R)-5-[6-Amino-2-(3-imidazol-1-yl-propylamino)-purin-9-yl]-2-hydroxymethyl-tetrahydro-furan-3-ol
• CAS: 136834-45-2
• 化学式: C₁₆H₂₂N₈O₃
• 分子量: 374.402
• InChiKey: RILHJEAVMVCQFR-QJPTWQEYSA-N

物化性质

• 沸点：
  818.5±75.0 °C(Predicted)
• 密度：
  1.70±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.25
• 重原子数：
  27.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  149.16
• 氢给体数：
  4.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  (2R,3S,5R)-5-[6-Amino-2-(3-imidazol-1-yl-propylamino)-purin-9-yl]-2-hydroxymethyl-tetrahydro-furan-3-ol 在 吡啶 、 TEA 、 四丁基氟化铵 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 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：

  1-(3-氨基丙基)咪唑 、 克拉屈滨 以 various solvent(s) 为溶剂， 生成 (2R,3S,5R)-5-[6-Amino-2-(3-imidazol-1-yl-propylamino)-purin-9-yl]-2-hydroxymethyl-tetrahydro-furan-3-ol
  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