5(E)-styryl-2'-deoxyuridine 5'-phosphate | 73856-87-8

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷酸
• 英文名称: 5(E)-styryl-2'-deoxyuridine 5'-phosphate
• 英文别名: 2'-deoxy-E-5-styryluridine 5'-monophosphate；[(2R,3S,5R)-5-[2,4-dioxo-5-[(E)-styryl]pyrimidin-1-yl]-3-hydroxy-tetrahydrofuran-2-yl]methyl dihydrogen phosphate；[(2R,3S,5R)-5-[2,4-dioxo-5-[(E)-2-phenylethenyl]pyrimidin-1-yl]-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
• CAS: 73856-87-8
• 化学式: C₁₇H₁₉N₂O₈P
• 分子量: 410.32
• InChiKey: YXNVTSYUQXXDKL-XIKIYNFVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  146
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5(E)-styryl-2'-deoxyuridine 5'-phosphate 在 三丁基焦磷酸铵 、 N,N'-羰基二咪唑 作用下， 生成 2'-deoxy-E-5-styryluridine 5'-triphosphate
  参考文献：
  名称：

  Synthetic Nucleosides and Nucleotides. XXXI.¹Inhibitory Effects of 2′-Deoxy-5-styryluridine 5′-Triphosphate Analogues on Retroviral Reverse Transcriptases and Higher Eukaryotic DNA Polymerases

  摘要：

  Some new 5'-triphosphate derivatives of 2',3'-dideoxy-5-styryluridine analogues have been synthesized and examined for their inhibitory effects on retroviral reverse transcriptases and eukaryotic DNA polymerases. We describe here the mode of inhibition and the influence of the substituent at the 5-position of uracil ring of 2',3'-dideoxyUTP analogues.

  DOI：

  10.1080/15257779408012149
• 作为产物：
  描述：

  苯乙烯 、 2’-deoxyuridine 5’-monophosphate disodium salt 在 lithium tetrachloropalladate 、 mercury(II) diacetate 作用下， 生成 5(E)-styryl-2'-deoxyuridine 5'-phosphate
  参考文献：
  名称：

  Palladium-catalyzed coupling reactions of uracil nucleosides and nucleotides

  摘要：

  DOI：

  10.1021/ja00526a044

文献信息

• Palladium-catalyzed coupling reactions of uracil nucleosides and nucleotides
  作者：Christopher F. Bigge、Panos Kalaritis、Joanne R. Deck、Mathias P. Mertes

  DOI：10.1021/ja00526a044

  日期：1980.3
• Synthetic Nucleosides and Nucleotides. XXXI.¹Inhibitory Effects of 2′-Deoxy-5-styryluridine 5′-Triphosphate Analogues on Retroviral Reverse Transcriptases and Higher Eukaryotic DNA Polymerases
  作者：Toyofumi Yamaguchi、Shunji Izuta、Motoshi Suzuki、Shonen Yoshida、Akio Matsukage、Mineo Saneyoshi

  DOI：10.1080/15257779408012149

  日期：1994.7

  Some new 5'-triphosphate derivatives of 2',3'-dideoxy-5-styryluridine analogues have been synthesized and examined for their inhibitory effects on retroviral reverse transcriptases and eukaryotic DNA polymerases. We describe here the mode of inhibition and the influence of the substituent at the 5-position of uracil ring of 2',3'-dideoxyUTP analogues.