Isobutyric acid (2R,3S,5R)-5-{2-[(3-imidazol-1-yl-propyl)-isobutyryl-amino]-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-2-isobutyryloxymethyl-tetrahydro-furan-3-yl ester | 136834-42-9

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: Isobutyric acid (2R,3S,5R)-5-{2-[(3-imidazol-1-yl-propyl)-isobutyryl-amino]-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-2-isobutyryloxymethyl-tetrahydro-furan-3-yl ester
• CAS: 136834-42-9
• 化学式: C₃₆H₄₆N₈O₉
• 分子量: 734.809
• InChiKey: IQUFWPQOHUXANU-ZGIBFIJWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.69
• 重原子数：
  53.0
• 可旋转键数：
  17.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  195.93
• 氢给体数：
  0.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  Isobutyric acid (2R,3S,5R)-5-{2-[(3-imidazol-1-yl-propyl)-isobutyryl-amino]-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-2-isobutyryloxymethyl-tetrahydro-furan-3-yl ester 在 吡啶 、 ammonium hydroxide 、 TEA 作用下， 以 甲醇 为溶剂， 生成 N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxyoxolan-2-yl]-6-[2-(4-nitrophenyl)ethoxy]purin-2-yl]-N-(3-imidazol-1-ylpropyl)-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：

  N2-[Imidazol-1-yl-(propyl)]-2'-deoxyguanosine 在 吡啶 、 TEA 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 1,4-二氧六环 为溶剂， 生成 Isobutyric acid (2R,3S,5R)-5-{2-[(3-imidazol-1-yl-propyl)-isobutyryl-amino]-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-2-isobutyryloxymethyl-tetrahydro-furan-3-yl ester
  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