N'-(9-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-6-oxo-8-((E)-2-(pyren-1-yl)vinyl)-6,9-dihydro-1H-purin-2-yl)-N,N-dimethylformimidamide | 1140234-15-6

• 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: N'-(9-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-6-oxo-8-((E)-2-(pyren-1-yl)vinyl)-6,9-dihydro-1H-purin-2-yl)-N,N-dimethylformimidamide
• CAS: 1140234-15-6
• 化学式: C₃₁H₂₈N₆O₄
• 分子量: 548.601
• InChiKey: LKLIAIYYYZVJRG-ORVNXIGASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.05
• 重原子数：
  41.0
• 可旋转键数：
  6.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  128.86
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  N'-(9-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-6-oxo-8-((E)-2-(pyren-1-yl)vinyl)-6,9-dihydro-1H-purin-2-yl)-N,N-dimethylformimidamide 在 ammonium hydroxide 作用下， 以 甲醇 为溶剂， 反应 8.0h， 生成 2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-8-[(Z)-2-pyren-1-ylethenyl]-1H-purin-6-one 、 2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-8-[(E)-2-pyren-1-ylethenyl]-1H-purin-6-one
  参考文献：
  名称：

  Fluorescence switching of photochromic vinylpyrene-substituted 2′-deoxyguanosine

  摘要：

  We synthesized C8-vinylpyrene-substituted 2'-deoxyguanosine (VPy)G and studied the photoregulated reversible E-Z isomerization. When E-isomer was irradiated with visible light (>420 nm), E- to Z-isomerization took place very rapidly, while upon irradiation with UV-Iight (similar to 365 nm), Z-isomer was converted to E-isomer. When Z-isomer was illuminated with 365-400 nm light, no fluorescence was observed, while F-isomer showed a very strong fluorescence emission, indicating that (VPy)G could be a useful fluorescence switching molecule. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.01.029
• 作为产物：
  描述：

  N2-[(dimethylamino)methylene]-8-vinyl-2'-deoxyguanosine 、 1-溴芘 在 四(三苯基膦)钯 、 sodium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以77%的产率得到N'-(9-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-6-oxo-8-((E)-2-(pyren-1-yl)vinyl)-6,9-dihydro-1H-purin-2-yl)-N,N-dimethylformimidamide
  参考文献：
  名称：

  Fluorescence switching of photochromic vinylpyrene-substituted 2′-deoxyguanosine

  摘要：

  We synthesized C8-vinylpyrene-substituted 2'-deoxyguanosine (VPy)G and studied the photoregulated reversible E-Z isomerization. When E-isomer was irradiated with visible light (>420 nm), E- to Z-isomerization took place very rapidly, while upon irradiation with UV-Iight (similar to 365 nm), Z-isomer was converted to E-isomer. When Z-isomer was illuminated with 365-400 nm light, no fluorescence was observed, while F-isomer showed a very strong fluorescence emission, indicating that (VPy)G could be a useful fluorescence switching molecule. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.01.029