N'-[9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-thioxo-6,9-dihydro-purin-1-yl]-N,N-dimethyl-formamidine | 189155-12-2

• 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: N'-[9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-thioxo-6,9-dihydro-purin-1-yl]-N,N-dimethyl-formamidine
• CAS: 189155-12-2
• 化学式: C₁₃H₁₈N₆O₄S
• 分子量: 354.39
• InChiKey: TWTVASAXVJHHIP-UGKPPGOTSA-N

反应信息

• 作为反应物：
  描述：

  N'-[9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-thioxo-6,9-dihydro-purin-1-yl]-N,N-dimethyl-formamidine 在 Dowex 50W X₈ Na⁺ 、 Dowex AG 50W-X₈ NH₄⁺ 、 氨 、 tris(tetra-n-butylammonium) hydrogen pyrophosphate 作用下， 以 吡啶 、 水 、 乙腈 为溶剂， 反应 177.0h， 生成 sodium 1-amino-6-thioinosine-5'-diphosphate
  参考文献：
  名称：

  The Role of Hydrophobic Versus Hydrophilic Base Character in the Anti-HIV Activity of Purine-Containing Polyribonucleotides

  摘要：

  In contrast to the highly amphiphilic poly(1-methyl-6-thioinosinic acid), a potent anti-HIV agent, poly(1-amino-6-thioinosinic acid) (PATI) lacks the unique melting behavior characteristic of the amphiphilic polymers and is completely devoid of anti-HIV activity. This is consistent with the hypothesis that amphiphilic character and the ability to form an ordered secondary structure in solution are prerequisites for potent anti-HIV activity of single-stranded polynucleotides.

  DOI：

  10.1080/07328319708002531
• 作为产物：
  描述：

  1-amino-6-thioinosine 、 N,N-二甲基甲酰胺二甲基缩醛 以 N,N-二甲基甲酰胺 为溶剂， 以96%的产率得到N'-[9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-thioxo-6,9-dihydro-purin-1-yl]-N,N-dimethyl-formamidine
  参考文献：
  名称：

  The Role of Hydrophobic Versus Hydrophilic Base Character in the Anti-HIV Activity of Purine-Containing Polyribonucleotides

  摘要：

  In contrast to the highly amphiphilic poly(1-methyl-6-thioinosinic acid), a potent anti-HIV agent, poly(1-amino-6-thioinosinic acid) (PATI) lacks the unique melting behavior characteristic of the amphiphilic polymers and is completely devoid of anti-HIV activity. This is consistent with the hypothesis that amphiphilic character and the ability to form an ordered secondary structure in solution are prerequisites for potent anti-HIV activity of single-stranded polynucleotides.

  DOI：

  10.1080/07328319708002531