N2-(N,N-dimethylformamidin)-9-(2,3-di-O-acetyl-4-thio-β-D-ribofuranosyl)guanine | 1092450-91-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: N2-(N,N-dimethylformamidin)-9-(2,3-di-O-acetyl-4-thio-β-D-ribofuranosyl)guanine
• CAS: 1092450-91-3
• 化学式: C₁₇H₂₂N₆O₆S
• 分子量: 438.464
• InChiKey: PPKPPAOVELWIOD-XNIJJKJLSA-N

反应信息

• 作为反应物：
  描述：

  N2-(N,N-dimethylformamidin)-9-(2,3-di-O-acetyl-4-thio-β-D-ribofuranosyl)guanine 在 吡啶 、 2-氯-1,3,2-苯并二氧磷杂环己烷-4-酮 、 三正丁胺 、 三丁基焦磷酸铵 、 ammonium hydroxide 、 水 、 碘 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 生成 4'-thioguanosine 5'-triphosphate
  参考文献：
  名称：

  Investigations toward the selection of fully-modified 4′-thioRNA aptamers: Optimization of in vitro transcription steps in the presence of 4′-thioNTPs

  摘要：

  We describe herein a method for isolating fully-modified 4 '-thioRNA aptamers against human alpha-thrombin using the SELEX protocol. In order to isolate the desired aptamers, in vitro transcription was examined in the presence of four kinds of 4 '-thioribonucleoside triphosphates (4 '-thioNTPs) in an effort to afford the fully-modified 4 '-thioRNA. The transcription efficiency of the 4 '-thioNTPs was first compared with that of the nucleoside 5 '-(alpha-thio)triphosphates (alpha SNTPs) and found to be less effective than that of the aSNTPs, especially when GTP and/or ATP were substituted for 4 '-thioGTP and/or 4 '-thioATP. Further attempts to improve its efficiency, including the use of a mutant RNA polymerase instead of the wild type, various additives, and 4 '-thioNTP concentrations were unsuccessful. Accordingly, the transcription was performed in the presence of 4 '-thioNTPs together with the natural GTP and ATP at the appropriate concentrations. Although this attempt furnished a highly-modified 4 '-thioRNA, but not a fully-modified 4 '-thioRNA, we eventually succeeded in isolating the fully-modified 4 '-thioRNA aptamers by SELEX using optimized transcription conditions, followed by post-modification of the resulting aptamers. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.09.048
• 作为产物：
  描述：

  N2-(N,N-dimethylformamidin)-9-[2,3-di-O-acetyl-5-O-(4,4'-dimethoxytrityl)-4-thio-β-D-ribofuranosyl]guanine 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以81%的产率得到N2-(N,N-dimethylformamidin)-9-(2,3-di-O-acetyl-4-thio-β-D-ribofuranosyl)guanine
  参考文献：
  名称：

  Investigations toward the selection of fully-modified 4′-thioRNA aptamers: Optimization of in vitro transcription steps in the presence of 4′-thioNTPs

  摘要：

  We describe herein a method for isolating fully-modified 4 '-thioRNA aptamers against human alpha-thrombin using the SELEX protocol. In order to isolate the desired aptamers, in vitro transcription was examined in the presence of four kinds of 4 '-thioribonucleoside triphosphates (4 '-thioNTPs) in an effort to afford the fully-modified 4 '-thioRNA. The transcription efficiency of the 4 '-thioNTPs was first compared with that of the nucleoside 5 '-(alpha-thio)triphosphates (alpha SNTPs) and found to be less effective than that of the aSNTPs, especially when GTP and/or ATP were substituted for 4 '-thioGTP and/or 4 '-thioATP. Further attempts to improve its efficiency, including the use of a mutant RNA polymerase instead of the wild type, various additives, and 4 '-thioNTP concentrations were unsuccessful. Accordingly, the transcription was performed in the presence of 4 '-thioNTPs together with the natural GTP and ATP at the appropriate concentrations. Although this attempt furnished a highly-modified 4 '-thioRNA, but not a fully-modified 4 '-thioRNA, we eventually succeeded in isolating the fully-modified 4 '-thioRNA aptamers by SELEX using optimized transcription conditions, followed by post-modification of the resulting aptamers. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.09.048