8-(4-acetylphenyl)-2'-deoxyguanosine

• 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: 8-(4-acetylphenyl)-2'-deoxyguanosine
• 英文别名: 8-(4-acetylphenyl)-2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
• 化学式: C₁₈H₁₉N₅O₅
• 分子量: 385.379
• InChiKey: XYEXLJFGAWLKTM-YNEHKIRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  152
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  8-(4-acetylphenyl)-2'-deoxyguanosine 、 异丁酸酐 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 乙腈 为溶剂， 以88%的产率得到8-(4-acetylphenyl)-(3',5'-bis-O-isobutyryl)-2'-deoxyguanosine
  参考文献：
  名称：

  Expanding the Hoogsteen Edge of 2‘-Deoxyguanosine:  Consequences for G-Quadruplex Formation

  摘要：

  The synthesis and self-assembling properties of 8-aryl-2'-deoxyguanosine derivatives are described. Our studies suggest that a properly placed acetyl group can increase the stability and specificity of the resulting G-quadruplex supramolecules by enhancing noncovalent interactions such as hydrogen bonds and z-stacking.

  DOI：

  10.1021/ol048013v
• 作为产物：
  描述：

  8-溴-2'-脱氧鸟苷 、 4-乙酰基苯硼酸 在 palladium diacetate 、 trisodium tris(3-sulfophenyl)phosphine 、 sodium carbonate 作用下， 以 水 、 乙腈 为溶剂， 以88%的产率得到8-(4-acetylphenyl)-2'-deoxyguanosine
  参考文献：
  名称：

  Expanding the Hoogsteen Edge of 2‘-Deoxyguanosine:  Consequences for G-Quadruplex Formation

  摘要：

  The synthesis and self-assembling properties of 8-aryl-2'-deoxyguanosine derivatives are described. Our studies suggest that a properly placed acetyl group can increase the stability and specificity of the resulting G-quadruplex supramolecules by enhancing noncovalent interactions such as hydrogen bonds and z-stacking.

  DOI：

  10.1021/ol048013v

文献信息

• Expanding the Hoogsteen Edge of 2‘-Deoxyguanosine:  Consequences for G-Quadruplex Formation
  作者：Vladimir Gubala、José E. Betancourt、José M. Rivera

  DOI：10.1021/ol048013v

  日期：2004.12.1

  The synthesis and self-assembling properties of 8-aryl-2'-deoxyguanosine derivatives are described. Our studies suggest that a properly placed acetyl group can increase the stability and specificity of the resulting G-quadruplex supramolecules by enhancing noncovalent interactions such as hydrogen bonds and z-stacking.