9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-(4-octyl-phenylamino)-1,9-dihydro-purin-6-one | 174157-80-3

• 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: 9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-(4-octyl-phenylamino)-1,9-dihydro-purin-6-one
• 英文别名: 9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-(4-octylanilino)-3H-purin-6-one
• CAS: 174157-80-3
• 化学式: C₂₄H₃₃N₅O₄
• 分子量: 455.557
• InChiKey: QTHMYUOTRLNUNB-XUVXKRRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.41
• 重原子数：
  33.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  125.29
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-(4-octyl-phenylamino)-1,9-dihydro-purin-6-one 在 磷酸三甲酯 、 三氯氧磷 作用下， 反应 15.0h， 以75%的产率得到Phosphoric acid mono-{(2R,3S,5R)-3-hydroxy-5-[2-(4-octyl-phenylamino)-6-oxo-1,6-dihydro-purin-9-yl]-tetrahydro-furan-2-ylmethyl} ester
  参考文献：
  名称：

  N²-(p-n-Octylphenyl)dGTP: Synthesis and Inhibitory Activity Against DNA Polymerases

  摘要：

  N-2-(p-n-Octylphenyl)-2'-deoxyguanosilne 5'-triphosphate (OctPdGTP) has been synthesized chemically. OctPdGTP inhibited DNA polymerases (pol) alpha, delta and epsilon from calf thymus, with moderate selectivity for pol alpha. Mechanistic studies on pol alpha and bacteriophage T4 DNA polymerase revealed competitive and mixed kinetics of OctPdGTP with respect to the substrate dGTP when the enzymes were assayed on activated DNA and oligo dT:poly dA, respectively.

  DOI：

  10.1080/07328319608002414
• 作为产物：
  描述：

  N²-(p-n-octylphenyl)guanine 在 甲醇 、 ammonium hydroxide 、 氯化亚砜 、 sodium methylate 、 sodium 、 sodium hydride 、 2-巯基乙醇 作用下， 以 甲醇 、 乙醇 、 乙腈 、 paraffin 为溶剂， 反应 106.33h， 生成 9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-(4-octyl-phenylamino)-1,9-dihydro-purin-6-one
  参考文献：
  名称：

  N²-(p-n-Octylphenyl)dGTP: Synthesis and Inhibitory Activity Against DNA Polymerases

  摘要：

  N-2-(p-n-Octylphenyl)-2'-deoxyguanosilne 5'-triphosphate (OctPdGTP) has been synthesized chemically. OctPdGTP inhibited DNA polymerases (pol) alpha, delta and epsilon from calf thymus, with moderate selectivity for pol alpha. Mechanistic studies on pol alpha and bacteriophage T4 DNA polymerase revealed competitive and mixed kinetics of OctPdGTP with respect to the substrate dGTP when the enzymes were assayed on activated DNA and oligo dT:poly dA, respectively.

  DOI：

  10.1080/07328319608002414