5'-d(TGTT)-3' | 79178-20-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 核苷和核苷酸类似物
• 英文名称: 5'-d(TGTT)-3'
• CAS: 79178-20-4
• 化学式: C₄₀H₅₂N₁₁O₂₅P₃
• 分子量: 1179.83
• InChiKey: ILMONTFRNYAJEV-WUHZVHKMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.71
• 重原子数：
  79.0
• 可旋转键数：
  20.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  498.83
• 氢给体数：
  10.0
• 氢受体数：
  29.0

反应信息

• 作为反应物：
  描述：

  5'-d(TGTT)-3' 在 nuclease P₁ 、 alkaline phosphatase 作用下， 生成 2'-脱氧鸟苷 、 beta-胸苷
  参考文献：
  名称：

  Phosphorylating Reagent-Free Synthesis of 5′-Phosphate Oligonucleotides by Controlled Oxidative Degradation of Their 5′-End

  摘要：

  The 5'-phosphorylated oligonucleotides (5'-pONs) are currently synthesized using expensive and sensitive modified phosphoramidite reagents. In this work, a simple, cost-effective, efficient, and automatable method is presented, based on the controlled oxidation of the 5'-terminal alcohol followed by a beta-elimination reaction. The latter reaction leads to the removal of the terminal 5'-nucleoside and subsequent formation of the 5'-phosphate moiety. Thus, chemical phosphorylation of oligonucleotides (DNA or RNA) is achieved without using modified phosphorarnidites.

  DOI：

  10.1021/ol300542s
• 作为产物：
  描述：

  [5-(Diethylamino)-2-formylphenyl] 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate 、 5’-(4,4’-二甲氧基三苯基)-3’-脱氧胸苷 2’-(2-氰乙基-N,N-二异丙基)亚磷酰胺 、 5'-O-dimethoxytrityl-N2-isobutyryl-2'-deoxyguanosine-3'-O-(2-cyanoethyl)-N,N-diisopropylphosphoramidite 在 三氯乙酸 、 4,5-二氰基咪唑 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 5'-d(TGTT)-3'
  参考文献：
  名称：

  Phosphorylating Reagent-Free Synthesis of 5′-Phosphate Oligonucleotides by Controlled Oxidative Degradation of Their 5′-End

  摘要：

  The 5'-phosphorylated oligonucleotides (5'-pONs) are currently synthesized using expensive and sensitive modified phosphoramidite reagents. In this work, a simple, cost-effective, efficient, and automatable method is presented, based on the controlled oxidation of the 5'-terminal alcohol followed by a beta-elimination reaction. The latter reaction leads to the removal of the terminal 5'-nucleoside and subsequent formation of the 5'-phosphate moiety. Thus, chemical phosphorylation of oligonucleotides (DNA or RNA) is achieved without using modified phosphorarnidites.

  DOI：

  10.1021/ol300542s