8-(3-acetylphenyl)-(3',5'-bis-O-isobutyryl)-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-(3-acetylphenyl)-(3',5'-bis-O-isobutyryl)-2'-deoxyguanosine
• 英文别名: mAGi；[(2R,3S,5R)-5-[8-(3-acetylphenyl)-2-amino-6-oxo-1H-purin-9-yl]-3-(2-methylpropanoyloxy)oxolan-2-yl]methyl 2-methylpropanoate
• 化学式: C₂₆H₃₁N₅O₇
• 分子量: 525.561
• InChiKey: QMOXVPAAOPIXSG-IPMKNSEASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  38
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  164
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  8-(3-acetylphenyl)-(3',5'-bis-O-isobutyryl)-2'-deoxyguanosine 在 strontium(II) iodide 作用下， 以 氘代乙腈 为溶剂， 生成
  参考文献：
  名称：

  Metallo-responsive switching between hexadecameric and octameric supramolecular G-quadruplexes

  摘要：

  我们报告了由金属阳离子促进剂从钾到锶的变化分别引发的十六聚体和八聚体超分子 G-四链体之间的金属响应式高保真切换。

  DOI：

  10.1039/c1cc14965b
• 作为产物：
  描述：

  8-溴-2'-脱氧鸟苷 在 4-二甲氨基吡啶 、 palladium diacetate 、 trisodium tris(3-sulfophenyl)phosphine 、 sodium carbonate 、 三乙胺 作用下， 以 水 、 乙腈 为溶剂， 生成 8-(3-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

文献信息

• Hexadecameric Self-Assembled Dendrimers Built from 2′-Deoxyguanosine Derivatives
  作者：José E. Betancourt、José M. Rivera

  DOI：10.1021/ol800701j

  日期：2008.6.5

  Herein we describe the construction of hexadecameric self-assembled dendrimers (SADs) using a series of dendronized 8-(m-acetylphenyl)2'-deoxyguanosine (mAG) subunits. The azido-substituted mAG subunits were covalently linked to alkynyl polyester dendrons using a copper-catalyzed 1,3-dipolar cycloaddition reaction. Discrete SADs are formed with high fidelity and thermal stability even with the increased steric hindrance offered by the dendrons.
• 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.
• Metallo-responsive switching between hexadecameric and octameric supramolecular G-quadruplexes
  作者：Mariana Martín-Hidalgo、José M. Rivera

  DOI：10.1039/c1cc14965b

  日期：——

  We report the metallo-responsive high fidelity switching between hexadecameric and octameric supramolecular G-quadruplexes triggered by a change in the metal cation promoter from potassium to strontium, respectively.

  我们报告了由金属阳离子促进剂从钾到锶的变化分别引发的十六聚体和八聚体超分子 G-四链体之间的金属响应式高保真切换。