5'-O-{[1-(4-{5-[7-(diethylamino)-2-oxo-2H-[1]benzopyran-3-carboxamido]pentyloxy}-5-methoxy-2-nitrophenyl)-ethoxy]carbonyl}thymidine | 372964-08-4

• 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: 5'-O-{[1-(4-{5-[7-(diethylamino)-2-oxo-2H-[1]benzopyran-3-carboxamido]pentyloxy}-5-methoxy-2-nitrophenyl)-ethoxy]carbonyl}thymidine
• 英文别名: 1-[4-[5-[[7-(diethylamino)-2-oxochromene-3-carbonyl]amino]pentoxy]-5-methoxy-2-nitrophenyl]ethyl [(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl carbonate
• CAS: 372964-08-4
• 化学式: C₃₉H₄₇N₅O₁₄
• 分子量: 809.827
• InChiKey: DYAMHTJHBQVSLQ-OTVUUBJPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.26
• 重原子数：
  58.0
• 可旋转键数：
  18.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  244.0
• 氢给体数：
  3.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  5'-O-{[1-(4-{5-[7-(diethylamino)-2-oxo-2H-[1]benzopyran-3-carboxamido]pentyloxy}-5-methoxy-2-nitrophenyl)-ethoxy]carbonyl}thymidine 以 甲醇 、 水 为溶剂， 生成 beta-胸苷
  参考文献：
  名称：

  Protection and Labelling of Thymidine by a Fluorescent Photolabile Group

  摘要：

  A fluorescent photolabile group including coumarin and MeNPOC moieties was synthesized to protect 5'-OH terminal function of thymidine (T). Its photochemical and photophysical properties were studied, in particular the photocleavage (photodeprotection under a 365-nm irradiation) is only lowered by a factor of two by addition of the fluorophore, Fluorescence properties of the coumarin probe are not changed upon irradiation, which is satisfactory for the application required, i.e., in situ synthesis of DNA microarrays.

  DOI：

  10.1002/1522-2675(20011219)84:12<3735::aid-hlca3735>3.0.co;2-a
• 作为产物：
  描述：

  3,4-亚甲二氧苯乙酮 在 吡啶 、 sodium tetrahydroborate 、 硝酸 、 sodium 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 83.0h， 生成 5'-O-{[1-(4-{5-[7-(diethylamino)-2-oxo-2H-[1]benzopyran-3-carboxamido]pentyloxy}-5-methoxy-2-nitrophenyl)-ethoxy]carbonyl}thymidine
  参考文献：
  名称：

  Protection and Labelling of Thymidine by a Fluorescent Photolabile Group

  摘要：

  A fluorescent photolabile group including coumarin and MeNPOC moieties was synthesized to protect 5'-OH terminal function of thymidine (T). Its photochemical and photophysical properties were studied, in particular the photocleavage (photodeprotection under a 365-nm irradiation) is only lowered by a factor of two by addition of the fluorophore, Fluorescence properties of the coumarin probe are not changed upon irradiation, which is satisfactory for the application required, i.e., in situ synthesis of DNA microarrays.

  DOI：

  10.1002/1522-2675(20011219)84:12<3735::aid-hlca3735>3.0.co;2-a