[[9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]amino]phosphonic acid | 752959-13-0

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: [[9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]amino]phosphonic acid
• CAS: 752959-13-0
• 化学式: C₁₀H₁₄N₅O₈P
• 分子量: 363.224
• InChiKey: RUOHESDVIXJNAS-UUOKFMHZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.1
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  199
• 氢给体数：
  7
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  鸟苷 2',3',5'-三苯甲酸酯 在 四氮唑 、 叔丁基过氧化氢 作用下， 以 乙腈 为溶剂， 反应 3.0h， 生成 [[9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-oxo-1H-purin-2-yl]amino]phosphonic acid
  参考文献：
  名称：

  New Strategies for the Chemical Synthesis of Biologically Important Nucleic Acid Derivatives

  摘要：

  This paper describes general methods for the synthesis of N-phosphorylated ribonucleosides and oligonucleotides containing a 2'-O-phosphorylated or 2'-O-thiophosphorylated ribonucleoside. The NMR-based conformational analysis and computational molecular dynamics simulation of the 2'-O-phosphorylated ribonucleoside residue in such modified oligonucleotides suggested that the ribose residue existed preferentially in a C2'-endo conformation, it was also found that simple heating of 2'-O-phosphorylated oligonucleotides resulted in rapid dethiophosphorylation.

  DOI：

  10.1080/07328319808004744

文献信息

• New Strategies for the Chemical Synthesis of Biologically Important Nucleic Acid Derivatives
  作者：Mitsuo. Sekine、Hiroyuki. Tsuruoka、Koh-ichiro. Shohda、Tomohisa. Moriguchi、Tomohisa. Wada

  DOI：10.1080/07328319808004744

  日期：1998.9

  This paper describes general methods for the synthesis of N-phosphorylated ribonucleosides and oligonucleotides containing a 2'-O-phosphorylated or 2'-O-thiophosphorylated ribonucleoside. The NMR-based conformational analysis and computational molecular dynamics simulation of the 2'-O-phosphorylated ribonucleoside residue in such modified oligonucleotides suggested that the ribose residue existed preferentially in a C2'-endo conformation, it was also found that simple heating of 2'-O-phosphorylated oligonucleotides resulted in rapid dethiophosphorylation.