2-pyrimidinone-1-β-D-(5'-O-dimethoxytritylriboside) | 170660-47-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 2-pyrimidinone-1-β-D-(5'-O-dimethoxytritylriboside)
• CAS: 170660-47-6
• 化学式: C₃₀H₃₀N₂O₇
• 分子量: 530.577
• InChiKey: NQGGRTVOVOIMNE-BIYDSLDMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.89
• 重原子数：
  39.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  112.27
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2-pyrimidinone-1-β-D-(5'-O-dimethoxytritylriboside) 在 吡啶 、 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 Zebularine CEP
  参考文献：
  名称：

  Incorporation of a fluorescent nucleotide into oligoribonucleotides

  摘要：

  The fluorescent nucleoside 2-pyrimidinone-1-beta-D-riboside (C-4H) has been incorporated into oligoribonucleotides using standard cyanoethyl phosphoramidite methods. This base provides a useful probe for the exocyclic amino function in cytidine. Cleavage of hammerhead ribozymes using GCGCCG-AAACACCGUGUCUCGAGC as the substrate and GGCUCGA[C-4H]UGAUGAGGCGC as a modified ribozyme resulted in a cleavage rate 1.75-fold slower than the unmodified analogue. The strand GGCUCG-ACUGA[C-4H]GAGGCGC represents an oligoribonucleotide in which a fluorescent base is introduced into a site non-essential for ribozyme function but is centrally located in the ribozyme's core of conserved nucleotides, thus providing a possible physical probe for ribozyme cleavage.

  DOI：

  10.1016/s0040-4039(00)76768-2
• 作为产物：
  描述：

  1-乙酰氧基-2,3,5-三苯甲酰氧基-1-beta-D-呋喃核糖 在 吡啶 、 三甲基氯硅烷 、 氨 、 四氯化锡 、 六甲基二硅氮烷 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 15.0h， 生成 2-pyrimidinone-1-β-D-(5'-O-dimethoxytritylriboside)
  参考文献：
  名称：

  Incorporation of a fluorescent nucleotide into oligoribonucleotides

  摘要：

  The fluorescent nucleoside 2-pyrimidinone-1-beta-D-riboside (C-4H) has been incorporated into oligoribonucleotides using standard cyanoethyl phosphoramidite methods. This base provides a useful probe for the exocyclic amino function in cytidine. Cleavage of hammerhead ribozymes using GCGCCG-AAACACCGUGUCUCGAGC as the substrate and GGCUCGA[C-4H]UGAUGAGGCGC as a modified ribozyme resulted in a cleavage rate 1.75-fold slower than the unmodified analogue. The strand GGCUCG-ACUGA[C-4H]GAGGCGC represents an oligoribonucleotide in which a fluorescent base is introduced into a site non-essential for ribozyme function but is centrally located in the ribozyme's core of conserved nucleotides, thus providing a possible physical probe for ribozyme cleavage.

  DOI：

  10.1016/s0040-4039(00)76768-2