N'-(6-(4-(6-(dimethylamino)naphthalen-2-yl)-4-oxobutoxy)-9-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-2-yl)-N,N-dimethylformimidamide | 927878-24-8

• 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'-(6-(4-(6-(dimethylamino)naphthalen-2-yl)-4-oxobutoxy)-9-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-2-yl)-N,N-dimethylformimidamide
• CAS: 927878-24-8
• 化学式: C₂₉H₃₅N₇O₅
• 分子量: 561.641
• InChiKey: ZCUDZCSZVBPQNI-ISJGIBHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.95
• 重原子数：
  41.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  138.43
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  N'-(6-(4-(6-(dimethylamino)naphthalen-2-yl)-4-oxobutoxy)-9-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-2-yl)-N,N-dimethylformimidamide 、 4,4'-双甲氧基三苯甲基氯 在 吡啶 作用下， 反应 2.0h， 以87%的产率得到N'-(9-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-6-(4-(6-(dimethylamino)naphthalen-2-yl)-4-oxobutoxy)-9H-purin-2-yl)-N,N-dimethylformimidamide
  参考文献：
  名称：

  Methylcytosine-selective fluorescence quenching by osmium complexation

  摘要：

  We report on the control of the emission from a fluorophore fixed on DNA using the methylcytosine-selective addition of an osmium-bipyridine complex. We have synthesized DNA modified by a microenvironment-sensitive fluorophore, 2-dimethylamino-6-acyl-naphthalene. The emission from the fluorophore tethered to a probe DNA was effectively quenched by a methylcytosine glycol-osmium-bipyridine triad, which was located in the immediate neighborhood of the fluorophore. The discrimination of the cytosine methylation status at a methylation hot spot in the p53 gene was also executed using a well-designed fluorescent DNA probe. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.12.023
• 作为产物：
  描述：

  6-(二甲基氨基)-2-萘醛 在 palladium on activated charcoal 正丁基锂 、 四丙基高钌酸铵 、 4 A molecular sieve 、 四丁基氟化铵 、 氢气 、 N-甲基吗啉氧化物 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 31.0h， 生成 N'-(6-(4-(6-(dimethylamino)naphthalen-2-yl)-4-oxobutoxy)-9-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-2-yl)-N,N-dimethylformimidamide
  参考文献：
  名称：

  Methylcytosine-selective fluorescence quenching by osmium complexation

  摘要：

  We report on the control of the emission from a fluorophore fixed on DNA using the methylcytosine-selective addition of an osmium-bipyridine complex. We have synthesized DNA modified by a microenvironment-sensitive fluorophore, 2-dimethylamino-6-acyl-naphthalene. The emission from the fluorophore tethered to a probe DNA was effectively quenched by a methylcytosine glycol-osmium-bipyridine triad, which was located in the immediate neighborhood of the fluorophore. The discrimination of the cytosine methylation status at a methylation hot spot in the p53 gene was also executed using a well-designed fluorescent DNA probe. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.12.023