5-[3-(8-(4-N',N'-dimethylaminophenyl)pyrene-1-carboxamido)-1-propynyl]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine | 867150-52-5

• 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-[3-(8-(4-N',N'-dimethylaminophenyl)pyrene-1-carboxamido)-1-propynyl]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine
• CAS: 867150-52-5
• 化学式: C₅₈H₅₀N₄O₈
• 分子量: 931.057
• InChiKey: KGCYHOBTDODIJV-IHSNFILASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.62
• 重原子数：
  70.0
• 可旋转键数：
  13.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  144.35
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  5-[3-(8-(4-N',N'-dimethylaminophenyl)pyrene-1-carboxamido)-1-propynyl]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine 、 双(二异丙基氨基)(2-氰基乙氧基)膦 在 四氮唑 作用下， 以 乙腈 为溶剂， 反应 0.5h， 生成 5-[3-(8-(4-N',N'-dimethylaminophenyl)pyrene-1-carboxamido)-1-propynyl]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine 3'-O-(2-cyanoethyl N'',N''-diisopropylphosphoramidite)
  参考文献：
  名称：

  Monitoring DNA Structures by Dual Fluorescence of Pyrene Derivatives

  摘要：

  We have developed a nucleotide modified by a pyrene derivative with dual fluorescence. The dual fluorescence of the fluorophore, which was incorporated into DNA, was effectively controlled at ambient temperature according to DNA structural status. Our nucleoside with dual fluorescence is effective as a conceptually new probe for monitoring DNA hybridization by the color change without multilabeling with fluorescent dyes.

  DOI：

  10.1021/ja053609e
• 作为产物：
  描述：

  1-acetyl-8-(4-N,N-dimethylaminophenyl)pyrene 在 sodium hydroxide 、 copper(l) iodide 、 四(三苯基膦)钯 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 溴 、 三乙胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.75h， 生成 5-[3-(8-(4-N',N'-dimethylaminophenyl)pyrene-1-carboxamido)-1-propynyl]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine
  参考文献：
  名称：

  Monitoring DNA Structures by Dual Fluorescence of Pyrene Derivatives

  摘要：

  We have developed a nucleotide modified by a pyrene derivative with dual fluorescence. The dual fluorescence of the fluorophore, which was incorporated into DNA, was effectively controlled at ambient temperature according to DNA structural status. Our nucleoside with dual fluorescence is effective as a conceptually new probe for monitoring DNA hybridization by the color change without multilabeling with fluorescent dyes.

  DOI：

  10.1021/ja053609e