Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(2-hydroxy-purin-9-yl)-tetrahydro-furan-3-yl ester | 217074-34-5

• 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: Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(2-hydroxy-purin-9-yl)-tetrahydro-furan-3-yl ester
• 英文别名: [(2R,3S,5R)-3-acetyloxy-5-(2-oxo-3H-purin-9-yl)oxolan-2-yl]methyl acetate
• CAS: 217074-34-5
• 化学式: C₁₄H₁₆N₄O₆
• 分子量: 336.304
• InChiKey: KFCFQSGACJWDDE-QJPTWQEYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.31
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  125.66
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(2-hydroxy-purin-9-yl)-tetrahydro-furan-3-yl ester 在 吡啶 、 ammonium hydroxide 、 sodium hydroxide 、 二异丙基铵盐四氮唑 、 N,N-二异丙基乙胺 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 二氯甲烷 为溶剂， 反应 4.5h， 生成 2-(N,N-diphenylcarbamoyl)oxy-9-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-9H-purine 3'-[(2-cyanoethyl)-N,N-diisopropylphosphoramidite]
  参考文献：
  名称：

  Thermal stability studies of the non canonical base pair between 5-methyl-isocytosine and isohypoxanthine

  摘要：

  The hybridization properties of 5-methyl-isocytosine ((5Me)isoC) and isohypoxanthine (isoI) have been investigated by using ultraviolet melting techniques. These two bases were incorporated into heptadecanucleotides using the phosphoramidite chemistry. The base pair (5Me)isoC/isoI was found to be isoenergetic with the A/T base pair. A small destabilization was observed when isoI was located opposite T or G and can be interpreted by a pairing mode between these bases and isoI in its lactam form. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00820-5
• 作为产物：
  描述：

  乙酸酐 、 9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-2-ol 在 吡啶 作用下， 生成 Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(2-hydroxy-purin-9-yl)-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  Thermal stability studies of the non canonical base pair between 5-methyl-isocytosine and isohypoxanthine

  摘要：

  The hybridization properties of 5-methyl-isocytosine ((5Me)isoC) and isohypoxanthine (isoI) have been investigated by using ultraviolet melting techniques. These two bases were incorporated into heptadecanucleotides using the phosphoramidite chemistry. The base pair (5Me)isoC/isoI was found to be isoenergetic with the A/T base pair. A small destabilization was observed when isoI was located opposite T or G and can be interpreted by a pairing mode between these bases and isoI in its lactam form. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00820-5