uracil arabinoside

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: uracil arabinoside
• 英文别名: Uracil 1-beta-D-arabinofuranoside；1-[(2R,3R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
• 化学式: C₉H₁₂N₂O₆
• 分子量: 244.204
• InChiKey: DRTQHJPVMGBUCF-RNMRRNDGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  119
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-三氟甲氧基苯腈 、 uracil arabinoside 在 3,7-di([1,1′-biphenyl]-4-yl)-10-(naphthalen-1-yl)-10H-phenoxazine 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以27%的产率得到2',3'-Carbonyldioxy-uridin
  参考文献：
  名称：

  可见光介导的光致荧光解放和原位转化

  摘要：

  报道了不基于自由基反应性的光催化产生高度亲电中间体的第一个实例。有机光敏剂对稳定的和市售的4-（三氟甲氧基）苄腈进行单电子还原会导致其分裂为氟光气和苄腈。原位产生的氟光气用于通过分子内环化反应以中等至极好的收率制备碳酸盐，氨基甲酸酯和尿素衍生物。瞬态光谱研究表明，形成了一种催化剂电荷转移复合物-二聚体，作为催化活性物质。氟光气作为高反应性中间体，通过NMR间接检测到它的下一个下游碳酰氟中间体。此外，

  DOI：

  10.1002/chem.201804603

文献信息

• SYNTHESIS OF ARA-2'-O-METHYL-NUCLEOSIDES, CORRESPONDING PHOSPHORAMIDITES AND OLIGONUCLEOTIDES INCORPORATING NOVEL MODIFICATIONS FOR BIOLOGICAL APPLICATION IN THERAPEUCTICS, DIAGNOSTICS, G- TETRAD FORMING OLIGONUCLEOTIDES AND APTAMERS
  申请人：Srivastava Suresh C.

  公开号：US20120149888A1

  公开（公告）日：2012-06-14

  The present invention relates to synthesis, purification and methods to obtain high purity novel 2′-arabino-O-methyl nucleosides and the corresponding phosphoramidites of various arabinonucleoside bases and introduction of such units into defined sequence synthetic DNA and RNA. Various synthetic oligonucleotides, such as HIV integrase inhibitor 14-mer and thrombin binding oligonucleotide, thrombin-1, bearing ara-2′-omethyl modification have been synthesized. It is anticipated the oligonucleotides incorporating these monomers will exhibit biological activities related to antisense approach approach, design of better SiRNA's, diagnostic agents. Similarly, it is anticipated that oligonucleotides incorporating such novel nucleosides will be useful to develop therapeutic candidates designing stable G-quadruplexes and Aptamers for oligonucleotide structure, folding topology, evaluation of biochemical properties and design and develop as therapeutic agents. It is further anticipated that the nucleosides, phosphates and triphosphates of this invention could develop as therapeutic agents.

  本发明涉及合成、纯化和获取高纯度新型2'-阿拉伯核苷-O-甲基核苷和各种阿拉伯核苷基的相应磷酰胺酯的方法，并将这些单元引入到定义的序列合成DNA和RNA中。已合成了各种合成寡核苷酸，例如HIV整合酶抑制剂14-mer和凝血酶结合寡核苷酸，凝血酶-1，带有ara-2'-omethyl修饰。预计包含这些单体的寡核苷酸将展示与反义方法、更好的SiRNA设计、诊断剂相关的生物学活性。同样，预计包含这些新型核苷的寡核苷酸将有助于开发稳定的G四链体和寡核苷酸结构的Aptamers，用于寡核苷酸结构、折叠拓扑、生化特性的评估和设计和开发为治疗剂。进一步预计，本发明的核苷、磷酸盐和三磷酸盐可作为治疗剂开发。
• ENZYMATIC PRODUCTION OF CYTOSINIC NUCLEOSIDE ANALOGUES
  申请人：PLASMIA BIOTECH, S.L.

  公开号：US20160312261A1

  公开（公告）日：2016-10-27

  The invention relates to the enzymatic production of cytosinic nucleoside analogues. In particular it relates to a new synthesis process of cytosine nucleoside analogues by using nucleoside phosphorylase enzymes, particularly Pyrimidin Nucleoside Phosphorylases (PyNPs) or mixtures of Purine Nucleoside Phosphorylases (PNPs) and PyNPs.
• Visible‐Light‐Mediated Liberation and In Situ Conversion of Fluorophosgene
  作者：Daniel Petzold、Philipp Nitschke、Fabian Brandl、Veronica Scheidler、Bernhard Dick、Ruth M. Gschwind、Burkhard König

  DOI：10.1002/chem.201804603

  日期：2019.1.2

  to its fragmentation into fluorophosgene and benzonitrile. The in situ generated fluorophosgene was used for the preparation of carbonates, carbamates, and urea derivatives in moderate to excellent yields via an intramolecular cyclization reaction. Transient spectroscopic investigations suggest the formation of a catalyst charge‐transfer complex‐dimer as the catalytic active species. Fluorophosgene

  报道了不基于自由基反应性的光催化产生高度亲电中间体的第一个实例。有机光敏剂对稳定的和市售的4-（三氟甲氧基）苄腈进行单电子还原会导致其分裂为氟光气和苄腈。原位产生的氟光气用于通过分子内环化反应以中等至极好的收率制备碳酸盐，氨基甲酸酯和尿素衍生物。瞬态光谱研究表明，形成了一种催化剂电荷转移复合物-二聚体，作为催化活性物质。氟光气作为高反应性中间体，通过NMR间接检测到它的下一个下游碳酰氟中间体。此外，