1-(2-deoxy-α-D-erythro-pentafuranosyl)-5-formyluracil | 29569-58-2

• 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: 1-(2-deoxy-α-D-erythro-pentafuranosyl)-5-formyluracil
• 英文别名: 1-(α-D-erythro-2-deoxy-pentofuranosyl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carbaldehyde；1-[(2S,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-2,4-dioxo-pyrimidine-5-carbaldehyde；1-[(2S,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,4-dioxopyrimidine-5-carbaldehyde
• CAS: 29569-58-2
• 化学式: C₁₀H₁₂N₂O₆
• 分子量: 256.215
• InChiKey: MVORBLZUGBSUNB-RNJXMRFFSA-N

物化性质

• 密度：
  1.670±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  116
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-((2R,4S,5R)-4-羟基-5-(羟基甲基)四氢呋喃-2-基)-2,4-二氧代-1,2,3,4-四氢嘧啶-5-甲醛 在 beta-胸苷 作用下， 以 ammonium hydroxide 为溶剂， 反应 120.0h， 以9%的产率得到1-(2-deoxy-α-D-erythro-pentafuranosyl)-5-formyluracil
  参考文献：
  名称：

  Synthesis and Mass Spectrometry Analysis of Oligonucleotides Bearing 5-Formyl-2′-Deoxyurldlne in Their Structure

  摘要：

  Two oligonucleotides containing FdU (1) have been synthesized. The use of the ''Pac-amidites'' for the natural nucleosides has allowed the incorporation of the oxidized thymine residue without protection of the aldehydic function. The oligonucleotide composition was confirmed by enzymatic digestion and electrospray mass spectrometry.

  DOI：

  10.1080/07328319608002430

文献信息

• Synthesis and Mass Spectrometry Analysis of Oligonucleotides Bearing 5-Formyl-2′-Deoxyurldlne in Their Structure
  作者：T. Berthod、Y. Pétillot、A. Guy、J. Cadet、E. Forest、D. Molkot

  DOI：10.1080/07328319608002430

  日期：1996.7

  Two oligonucleotides containing FdU (1) have been synthesized. The use of the ''Pac-amidites'' for the natural nucleosides has allowed the incorporation of the oxidized thymine residue without protection of the aldehydic function. The oligonucleotide composition was confirmed by enzymatic digestion and electrospray mass spectrometry.