N⁵-benzoyl-2-[2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]pyrimido[4,5-c]isoquinoline-3,6-dione | 515850-83-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: N⁵-benzoyl-2-[2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]pyrimido[4,5-c]isoquinoline-3,6-dione
• 英文别名: 5-benzoyl-2-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]pyrimido[4,5-c]isoquinoline-3,6-dione
• CAS: 515850-83-6
• 化学式: C₃₅H₄₇N₃O₆Si₂
• 分子量: 661.946
• InChiKey: ZOVSMLDJDYELNA-ZGIBFIJWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  46.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  101.65
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  N⁵-benzoyl-2-[2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]pyrimido[4,5-c]isoquinoline-3,6-dione 在 吡啶 、 4-二甲氨基吡啶 、 ammonium hydroxide 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 9.5h， 生成
  参考文献：
  名称：

  Clear Distinction of Purine Bases on the Complementary Strand by a Fluorescence Change of a Novel Fluorescent Nucleoside

  摘要：

  A new fluorescent nucleoside, benzopyridopyrimidine (BPP), which can sharply distinguish between A and G bases opposite BPP has been devised. The base-pairing degeneracy of BPP strongly contributes to the sharp fluorescence change that is dependent on the type of purine bases opposite BPP. The hybridization of an ODN probe containing BPP with a target DNA facilitates the judgment with the naked eye of the type of purine base located at a specific site on the target DNA. The BPP-containing ODN is a very effective probe for A/G SNP typing.

  DOI：

  10.1021/ja034090u
• 作为产物：
  描述：

  5-碘-2'-脱氧胞苷 在 吡啶 、 咪唑 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 19.17h， 生成 N⁵-benzoyl-2-[2'-deoxy-3',5'-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuranosyl]pyrimido[4,5-c]isoquinoline-3,6-dione
  参考文献：
  名称：

  Clear Distinction of Purine Bases on the Complementary Strand by a Fluorescence Change of a Novel Fluorescent Nucleoside

  摘要：

  A new fluorescent nucleoside, benzopyridopyrimidine (BPP), which can sharply distinguish between A and G bases opposite BPP has been devised. The base-pairing degeneracy of BPP strongly contributes to the sharp fluorescence change that is dependent on the type of purine bases opposite BPP. The hybridization of an ODN probe containing BPP with a target DNA facilitates the judgment with the naked eye of the type of purine base located at a specific site on the target DNA. The BPP-containing ODN is a very effective probe for A/G SNP typing.

  DOI：

  10.1021/ja034090u