Propanamide,N-[6,9-dihydro-9-[(1R,3S,4R)-3-hydroxy-4-(hydroxymethyl)cyclopentyl]-8-methyl-6-oxo-1H-purin-2-yl]-2-methyl- | 634612-43-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: Propanamide,N-[6,9-dihydro-9-[(1R,3S,4R)-3-hydroxy-4-(hydroxymethyl)cyclopentyl]-8-methyl-6-oxo-1H-purin-2-yl]-2-methyl-
• CAS: 634612-43-4
• 化学式: C₁₆H₂₃N₅O₄
• 分子量: 349.39
• InChiKey: IYPVBADKESFDIY-MXWKQRLJSA-N

物化性质

• 密度：
  1.58±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.33
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  133.13
• 氢给体数：
  4.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  Propanamide,N-[6,9-dihydro-9-[(1R,3S,4R)-3-hydroxy-4-(hydroxymethyl)cyclopentyl]-8-methyl-6-oxo-1H-purin-2-yl]-2-methyl- 在 4-二甲氨基吡啶 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  8-Methylguanosine:  A Powerful Z-DNA Stabilizer

  摘要：

  Various modified guanine derivatives were synthesized and introduced into G(4) Of d(CGCGCG)(2) to evaluate their capacity to stabilize Z-form DNA. It was found that the incorporation of 8-methylguanosine (m(8)rG) in oligonucleotides stabilizes the Z form more dramatically than does the incorporation of 8-methyl-2'-deoxyguanosine (m(8)G). This enhancement is ascribed to a reduction in the entropic penalty, which arises from the introduction of hydrophilic groups in solvent-exposed regions. they incorporation of m(8)rG into DNA sequences markedly stabilizes the Z form even in the absence of NaCl. The Z-DNA stabilizer allows oligonucleotides with a wide range of sequences to be converted to the Z form. It could be a powerful tool for examining the molecular basis of many types of Z-form-specific reactions at the molecular level under physiological salt conditions.

  DOI：

  10.1021/ja036233i
• 作为产物：
  描述：

  叔丁基过氧化氢 、 N-[9-((1R,3S,4R)-3-Hydroxy-4-hydroxymethyl-cyclopentyl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-isobutyramide 在 硫酸 、 iron(II) sulfate 作用下， 反应 1.0h， 以71%的产率得到Propanamide,N-[6,9-dihydro-9-[(1R,3S,4R)-3-hydroxy-4-(hydroxymethyl)cyclopentyl]-8-methyl-6-oxo-1H-purin-2-yl]-2-methyl-
  参考文献：
  名称：

  8-Methylguanosine:  A Powerful Z-DNA Stabilizer

  摘要：

  Various modified guanine derivatives were synthesized and introduced into G(4) Of d(CGCGCG)(2) to evaluate their capacity to stabilize Z-form DNA. It was found that the incorporation of 8-methylguanosine (m(8)rG) in oligonucleotides stabilizes the Z form more dramatically than does the incorporation of 8-methyl-2'-deoxyguanosine (m(8)G). This enhancement is ascribed to a reduction in the entropic penalty, which arises from the introduction of hydrophilic groups in solvent-exposed regions. they incorporation of m(8)rG into DNA sequences markedly stabilizes the Z form even in the absence of NaCl. The Z-DNA stabilizer allows oligonucleotides with a wide range of sequences to be converted to the Z form. It could be a powerful tool for examining the molecular basis of many types of Z-form-specific reactions at the molecular level under physiological salt conditions.

  DOI：

  10.1021/ja036233i