3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-deoxy-(2-nitrophenyldithio)guanosine | 603112-57-8

• 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: 3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-deoxy-(2-nitrophenyldithio)guanosine
• 英文别名: 9-[(6aR,8R,9R,9aR)-9-[(2-nitrophenyl)disulfanyl]-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-2-amino-3H-purin-6-one
• CAS: 603112-57-8
• 化学式: C₂₈H₄₂N₆O₇S₂Si₂
• 分子量: 694.98
• InChiKey: QTXREHBCBQSJOI-ZCIWVVNKSA-N

物化性质

• 沸点：
  741.8±70.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.27
• 重原子数：
  45.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  169.65
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-deoxy-(2-nitrophenyldithio)guanosine 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.05h， 以68%的产率得到2'-deoxy-2'-(2-nitrophenyldithio)guanosine
  参考文献：
  名称：

  2‘-Mercaptonucleotide Interference Reveals Regions of Close Packing within Folded RNA Molecules

  摘要：

  The 2'-hydroxyl group makes essential contributions to RNA structure and function. As an approach to assess the ability of a mercapto group to serve as a functional analogue for the 2'-hydroxyl group, we synthesized 2'-mercaptonucleotides for use in nucleotide analogue interference mapping. To correlate the observed interference effects with tertiary structure, we used the independently folding DeltaC209 P4-P6 domain from the Tetrahymena group I intron. We generated populations of DeltaC209 P4-P6 molecules containing 2'-mercaptonucleotides located randomly throughout the domain and separated the folded molecules from the unfolded molecules by nondenaturing gel electrophoresis. Iodine-induced cleavage of the RNA molecules revealed the sites at which 2'-mercaptonucleotides interfere with folding. These interferences cluster in the most densely packed regions of the tertiary structure, occurring only at sites that lack the space and flexibility to accommodate a sulfur atom. Interference mapping with 2'-mercaptonucleotides therefore provides a method by which to identify structurally rigid and densely packed regions within folded RNA molecules.

  DOI：

  10.1021/ja035175y
• 作为产物：
  描述：

  9-(3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl)guanine 在 4-二甲氨基吡啶 、 溶剂黄146 、 四甲基胍 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 48.17h， 生成 3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-deoxy-(2-nitrophenyldithio)guanosine
  参考文献：
  名称：

  2‘-Mercaptonucleotide Interference Reveals Regions of Close Packing within Folded RNA Molecules

  摘要：

  The 2'-hydroxyl group makes essential contributions to RNA structure and function. As an approach to assess the ability of a mercapto group to serve as a functional analogue for the 2'-hydroxyl group, we synthesized 2'-mercaptonucleotides for use in nucleotide analogue interference mapping. To correlate the observed interference effects with tertiary structure, we used the independently folding DeltaC209 P4-P6 domain from the Tetrahymena group I intron. We generated populations of DeltaC209 P4-P6 molecules containing 2'-mercaptonucleotides located randomly throughout the domain and separated the folded molecules from the unfolded molecules by nondenaturing gel electrophoresis. Iodine-induced cleavage of the RNA molecules revealed the sites at which 2'-mercaptonucleotides interfere with folding. These interferences cluster in the most densely packed regions of the tertiary structure, occurring only at sites that lack the space and flexibility to accommodate a sulfur atom. Interference mapping with 2'-mercaptonucleotides therefore provides a method by which to identify structurally rigid and densely packed regions within folded RNA molecules.

  DOI：

  10.1021/ja035175y