5′-(4,4′-dimethoxytrityloxymethyl)-5-phenyl-2′-deoxyuridine | 1574218-93-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 5′-(4,4′-dimethoxytrityloxymethyl)-5-phenyl-2′-deoxyuridine
• CAS: 1574218-93-1
• 化学式: C₃₆H₃₄N₂O₇
• 分子量: 606.675
• InChiKey: SVCRJHXBVJBMBN-WIHCDAFUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.88
• 重原子数：
  45.0
• 可旋转键数：
  10.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  112.01
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  5′-(4,4′-dimethoxytrityloxymethyl)-5-phenyl-2′-deoxyuridine 、 双(二异丙基氨基)(2-氰基乙氧基)膦 在 二异丙基铵盐四氮唑 作用下， 以 二氯甲烷 为溶剂， 生成 3′-O-(P-(2-cyanoethoxy)-N,N′-diisopropylaminophosphinyl)-5′-(4,4′-dimethoxytrityl)-5-phenyl-2′-deoxyuridine
  参考文献：
  名称：

  [EN] COMPOUNDS, COMPOSITIONS, AND METHODS FOR THE TREATMENT OF DISEASE
  [FR] COMPOSÉS, COMPOSITIONS ET MÉTHODES DE TRAITEMENT DE MALADIE

  摘要：

  本发明涉及诱导表达模式识别受体（例如STING）的化合物和组合物及其使用方法。

  公开号：

  WO2018013887A1
• 作为产物：
  描述：

  苯硼酸 在 吡啶 、 4-二甲氨基吡啶 、 palladium diacetate 、 sodium carbonate 、 三乙胺 、 三苯基膦 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 24.0h， 生成 5′-(4,4′-dimethoxytrityloxymethyl)-5-phenyl-2′-deoxyuridine
  参考文献：
  名称：

  [EN] COMPOUNDS, COMPOSITIONS, AND METHODS FOR THE TREATMENT OF DISEASE
  [FR] COMPOSÉS, COMPOSITIONS ET MÉTHODES DE TRAITEMENT DE MALADIE

  摘要：

  这项发明涉及用于诱导模式识别受体（例如STING）表达的化合物和组合物，以及其使用方法。

  公开号：

  WO2018013908A1

文献信息

• High-Affinity RNA Targeting by Oligonucleotides Displaying Aromatic Stacking and Amino Groups in the Major Groove. Comparison of Triazoles and Phenyl Substituents
  作者：Pawan Kumar、Mick Hornum、Lise J. Nielsen、Gérald Enderlin、Nicolai Krog Andersen、Christophe Len、Gwénaëlle Hervé、Guillaume Sartori、Poul Nielsen

  DOI：10.1021/jo4025896

  日期：2014.4.4

  Three 5-modified 2'-deoxyuridine nucleosides were synthesized and incorporated into oligonucleotides and compared with the previously published 5-(1-phenyl-1,2,3-triazol-4-yl)-2'-deoxyuridine monomer W. The introduction of an aminomethyl group on the phenyl group led to monomer X, which was found to thermally stabilize a 9-mer DNA:RNA duplex, presumably through the partial neutralization of the negative charge of the backbone. By also taking advantage of the stacking interactions in the major groove of two or more of the monomer X, an extremely high thermal stability was obtained. A regioisomer of the phenyltriazole substituent, that is the 5-(4-phenyl-1,2,3-triazol-1-yl)-2'-deoxyuridine monomer Y, was found to destabilize the DNA:RNA duplex significantly, but stacking in the major groove compensated for this when two to four monomers were incorporated consecutively. Finally, the 5-phenyl-2'-deoxyuridine monomer Z was incorporated for comparison, and it was found to give a more neutral influence on duplex stability indicating less efficient stacking interactions. The duplexes were investigated by CD spectroscopy and MD simulations.