5'-hexanoylamino-5'-deoxythymidine | 70465-71-3

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 2 '，5'-二脱氧核苷
• 英文名称: 5'-hexanoylamino-5'-deoxythymidine
• 英文别名: 5'-hexanoylamino-5'-deoxy-thymidine；N-[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl]hexanamide
• CAS: 70465-71-3
• 化学式: C₁₆H₂₅N₃O₅
• 分子量: 339.392
• InChiKey: COPZLYIGCOMVAE-OUCADQQQSA-N

物化性质

• 密度：
  1.237±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  108
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-氨基-5-脱氧胸腺嘧啶脱氧核苷 、 己酸 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 水 为溶剂， 反应 12.0h， 以35%的产率得到5'-hexanoylamino-5'-deoxythymidine
  参考文献：
  名称：

  Ligands for the affinity chromatography of mammalian thymidine kinase 1: Strategy, synthesis and evaluation

  摘要：

  Selected thymidine derivatives were synthesized with various spacers and fixed as model compounds at position N-3', C-5, C-3' and C-5', respectively, to simulate the preparation of an affinity gel matrix. Compounds 3, 6, 7 and 9 were evaluated for their effect on pure human cytosolic thymidine kinase (TK). All four compounds showed competitive inhibition with respect to thymidine, with Ki-values between 80 and 1000 microM. In the same positions as the model compounds were bound to the spacers thymidine derivatives were coupled with different Sepharose gel matrices. These affinity matrices were tested for isolation of thymidine kinase out of placental enzyme material. Except for one matrix, more than 98% of the applied activity was retained by the affinity matrices tested. The strongest binding to the enzyme resulted from a fixation at C-5' of the thymidine molecule to the gel matrix.

  DOI：

  10.1016/s0031-6865(96)00029-5

文献信息

• Ligands for the affinity chromatography of mammalian thymidine kinase 1: Strategy, synthesis and evaluation
  作者：Rainer A. Beck、Birgitte Munch-Petersen、Michael Dölker、Lisbet Cloos、Gerda Tyrsted、Kurt Eger

  DOI：10.1016/s0031-6865(96)00029-5

  日期：1996.10

  Selected thymidine derivatives were synthesized with various spacers and fixed as model compounds at position N-3', C-5, C-3' and C-5', respectively, to simulate the preparation of an affinity gel matrix. Compounds 3, 6, 7 and 9 were evaluated for their effect on pure human cytosolic thymidine kinase (TK). All four compounds showed competitive inhibition with respect to thymidine, with Ki-values between 80 and 1000 microM. In the same positions as the model compounds were bound to the spacers thymidine derivatives were coupled with different Sepharose gel matrices. These affinity matrices were tested for isolation of thymidine kinase out of placental enzyme material. Except for one matrix, more than 98% of the applied activity was retained by the affinity matrices tested. The strongest binding to the enzyme resulted from a fixation at C-5' of the thymidine molecule to the gel matrix.