6-(1,2-diacetoxyethyl)-1-[5-O-(4,4'-dimethoxytrityl)-2-O-methyl-β-D-ribo-furanosyl]-4-ethoxy-2-pyrimidinone | 259823-16-0

• 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: 6-(1,2-diacetoxyethyl)-1-[5-O-(4,4'-dimethoxytrityl)-2-O-methyl-β-D-ribo-furanosyl]-4-ethoxy-2-pyrimidinone
• 英文别名: [2-acetyloxy-2-[3-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxy-3-methoxyoxolan-2-yl]-6-ethoxy-2-oxopyrimidin-4-yl]ethyl] acetate
• CAS: 259823-16-0
• 化学式: C₃₉H₄₄N₂O₁₂
• 分子量: 732.785
• InChiKey: JVTVXLNAKDSARH-PICICDMKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.11
• 重原子数：
  53.0
• 可旋转键数：
  16.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  163.1
• 氢给体数：
  1.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  双(二异丙基氨基)(2-氰基乙氧基)膦 、 6-(1,2-diacetoxyethyl)-1-[5-O-(4,4'-dimethoxytrityl)-2-O-methyl-β-D-ribo-furanosyl]-4-ethoxy-2-pyrimidinone 在 4,5-二氰基咪唑 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 1.5h， 以65%的产率得到6-(1,2-diacetoxyethyl)-1-[5-O-(4,4'-dimethoxytrityl)-2-O-methyl-β-D-ribo-furanosyl]-4-ethoxy-2-pyrimidinone-3'-O-(2-cyanosthyl-N,N-diisopropyl)-phosphoramidite
  参考文献：
  名称：

  Introduction of 6-Formylcytidine into a Myb Binding Sequence

  摘要：

  Single 6-formylcytidine was introduced into a oligonucleotide duplex (23 mers) as a substitute for thymidine in the Myb binding sequence of 3'-TTGAC-5'. The modified duplex showed Tm of 67 degrees C, which was six degrees lower than the Tm of the native duplex. Binding affinity of the 23-mers to the Myb protein was estimated by electrophoretic mobility shift assays, and the binding was almost completely abolished.

  DOI：

  10.1080/07328319908044640
• 作为产物：
  描述：

  1-[3,5-bis-O-(tert-butyldimethylsilyl)-2-O-methyl-β-D-ribo-furanosyl]-6-(1,2-dihydroxyethyl)-4-ethoxy-2-pyrimidinone 在 吡啶 、 4-二甲氨基吡啶 、 四丁基氟化铵 、 溶剂黄146 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 6-(1,2-diacetoxyethyl)-1-[5-O-(4,4'-dimethoxytrityl)-2-O-methyl-β-D-ribo-furanosyl]-4-ethoxy-2-pyrimidinone
  参考文献：
  名称：

  Introduction of 6-Formylcytidine into a Myb Binding Sequence

  摘要：

  Single 6-formylcytidine was introduced into a oligonucleotide duplex (23 mers) as a substitute for thymidine in the Myb binding sequence of 3'-TTGAC-5'. The modified duplex showed Tm of 67 degrees C, which was six degrees lower than the Tm of the native duplex. Binding affinity of the 23-mers to the Myb protein was estimated by electrophoretic mobility shift assays, and the binding was almost completely abolished.

  DOI：

  10.1080/07328319908044640