5'-O-monomethoxytrityl-N2-(N,N-dimethtylaminomethylene)-8-methoxy-2'-deoxyguanosine | 157762-01-1

• 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: 5'-O-monomethoxytrityl-N2-(N,N-dimethtylaminomethylene)-8-methoxy-2'-deoxyguanosine
• 英文别名: 5'-O-monomethoxytrityl-N²-(N,N-dimethtylaminomethylene)-8-methoxy-2'-deoxyguanosine
• CAS: 157762-01-1
• 化学式: C₃₄H₃₆N₆O₆
• 分子量: 624.696
• InChiKey: VCZKHCREZBHEQP-UPRLRBBYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.02
• 重原子数：
  46.0
• 可旋转键数：
  11.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  136.32
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  5'-O-monomethoxytrityl-N2-(N,N-dimethtylaminomethylene)-8-methoxy-2'-deoxyguanosine 在 苯硫酚 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以89%的产率得到5'-O-monomethoxytrityl-N2-(N,N-dimethtylaminomethylene)-7,8-dihydro-8-oxo-2'-deoxyguanosine
  参考文献：
  名称：

  Synthesis and Thermodynamic Stabilities of Damaged DNA Involving 8-Hydroxyguanine (7,8-Dihydro-8-Oxoguanine) in aras-Gene Fragments

  摘要：

  A new building block of 8-hydroxyguanine (7,8-dihydro-8-oxoguanine, oh(8)Gua) with a N-2-(N,N-dimethylaminomethylene) group was prepared for oligonucleotide synthesis. Oligodeoxyribonucleotides corresponding to a part of the human c-Ha-ras gene and containing oh(8)Gua in codon 12 were synthesized using the phosphoramidite monomer. The oligonucleotides were used for thermal denaturation studies and circular dichroism measurements. Thermodynamic parameters showed that, other than oh(8)Gua:C and oh(8)Gua:A pairs, oh(8)Gua at the first and second positions of codon 12 forms stable pairs with G and T, respectively. These results may explain the different spectra of mutations induced by the base at the first and second positions of codon 12.

  DOI：

  10.1080/15257779408012168
• 作为产物：
  描述：

  8-methoxy-2'-deoxyguanosine 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 5'-O-monomethoxytrityl-N2-(N,N-dimethtylaminomethylene)-8-methoxy-2'-deoxyguanosine
  参考文献：
  名称：

  Synthesis and Thermodynamic Stabilities of Damaged DNA Involving 8-Hydroxyguanine (7,8-Dihydro-8-Oxoguanine) in aras-Gene Fragments

  摘要：

  A new building block of 8-hydroxyguanine (7,8-dihydro-8-oxoguanine, oh(8)Gua) with a N-2-(N,N-dimethylaminomethylene) group was prepared for oligonucleotide synthesis. Oligodeoxyribonucleotides corresponding to a part of the human c-Ha-ras gene and containing oh(8)Gua in codon 12 were synthesized using the phosphoramidite monomer. The oligonucleotides were used for thermal denaturation studies and circular dichroism measurements. Thermodynamic parameters showed that, other than oh(8)Gua:C and oh(8)Gua:A pairs, oh(8)Gua at the first and second positions of codon 12 forms stable pairs with G and T, respectively. These results may explain the different spectra of mutations induced by the base at the first and second positions of codon 12.

  DOI：

  10.1080/15257779408012168