Adenosine, 8-bromo-2'-deoxy-N-(phenoxyacetyl)- | 143660-32-6

• 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: Adenosine, 8-bromo-2'-deoxy-N-(phenoxyacetyl)-
• 英文别名: 8-bromo-N⁶-phenoxyacetyl-2'-deoxyadenosine
• CAS: 143660-32-6
• 化学式: C₁₈H₁₈BrN₅O₅
• 分子量: 464.275
• InChiKey: OIWNCFXOFBBWFU-OUCADQQQSA-N

物化性质

• 密度：
  1.81±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.25
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  131.62
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  Adenosine, 8-bromo-2'-deoxy-N-(phenoxyacetyl)- 在 二异丙基铵盐四氮唑 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 8-bromo-N⁶-phenoxyacetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'O-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite
  参考文献：
  名称：

  Synthesis of photoactive DNA: incorporation of 8-bromo-2′-deoxyadenosine into synthetic oligodeoxynucleotides

  摘要：

  8-Bromo-N6-phenoxyacetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-(2-cyanoethyl-N,N-diisopropyl) phosphoramidite was synthesized and used to introduce 8-bromo-2'-deoxyadenosine (8-Br-dA) into oligodeoxynucleotides by means of automated synthesis. 8-Br-dA was found not to affect adversely the stability of duplex DNA, as judged by the melting behavior of several 8-Br-dA-containing duplexes.

  DOI：

  10.1016/s0040-4039(00)74234-1
• 作为产物：
  描述：

  在 吡啶 、 水 、 三乙胺 作用下， 反应 0.08h， 生成 Adenosine, 8-bromo-2'-deoxy-N-(phenoxyacetyl)-
  参考文献：
  名称：

  Synthesis of photoactive DNA: incorporation of 8-bromo-2′-deoxyadenosine into synthetic oligodeoxynucleotides

  摘要：

  8-Bromo-N6-phenoxyacetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-(2-cyanoethyl-N,N-diisopropyl) phosphoramidite was synthesized and used to introduce 8-bromo-2'-deoxyadenosine (8-Br-dA) into oligodeoxynucleotides by means of automated synthesis. 8-Br-dA was found not to affect adversely the stability of duplex DNA, as judged by the melting behavior of several 8-Br-dA-containing duplexes.

  DOI：

  10.1016/s0040-4039(00)74234-1