N-{2-[(5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidine-3'-yl)amino]-2-oxoethyl}-3'-O-(tert-butyldimethylsilyl)thymidine-5'-carboxamide | 1246949-90-5

• 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: N-{2-[(5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidine-3'-yl)amino]-2-oxoethyl}-3'-O-(tert-butyldimethylsilyl)thymidine-5'-carboxamide
• CAS: 1246949-90-5
• 化学式: C₄₉H₆₀N₆O₁₂Si
• 分子量: 953.134
• InChiKey: XIWSCFZTTOYLFU-OKYYSPHNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  68.0
• 可旋转键数：
  16.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  223.3
• 氢给体数：
  4.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  N-{2-[(5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidine-3'-yl)amino]-2-oxoethyl}-3'-O-(tert-butyldimethylsilyl)thymidine-5'-carboxamide 在 吡啶 、 四氮唑 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 6.5h， 生成 N-{2-[(5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidine-3'-yl)amino]-2-oxoethyl}-3'-[(2-cyanoethoxy)(diisopropylamino)phosphinooxy]-3'-deoxythymidine-5'-carboxamide
  参考文献：
  名称：

  Oligonucleotide Analogs with Peptide Internucleotide Linkages

  摘要：

  Oligonucleotide analogs containing one or a few glycine, L-, and D-alanine or L-and D-phenylalanine residues instead of phosphodiesterinternucleotide linkages were synthesized. The stability of the duplexes formed by modified oligonucleotides and their wildtype complements was studied. Oligonucleotides with D-alanine residues in internucleotide linkages form duplexes more stable than native ones (Tm +0.2 degrees C per modification), whereas other modifications destabilize the duplexes.

  DOI：

  10.1080/15257770.2010.542790
• 作为产物：
  描述：

  3'-O-(叔丁基二甲基硅烷基)胸苷 在 2,2,6,6-四甲基哌啶氧化物 、 碘苯二乙酸 、 水 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 、 potassium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 6.0h， 生成 N-{2-[(5'-O-(4,4'-dimethoxytrityl)-3'-deoxythymidine-3'-yl)amino]-2-oxoethyl}-3'-O-(tert-butyldimethylsilyl)thymidine-5'-carboxamide
  参考文献：
  名称：

  Oligonucleotide Analogs with Peptide Internucleotide Linkages

  摘要：

  Oligonucleotide analogs containing one or a few glycine, L-, and D-alanine or L-and D-phenylalanine residues instead of phosphodiesterinternucleotide linkages were synthesized. The stability of the duplexes formed by modified oligonucleotides and their wildtype complements was studied. Oligonucleotides with D-alanine residues in internucleotide linkages form duplexes more stable than native ones (Tm +0.2 degrees C per modification), whereas other modifications destabilize the duplexes.

  DOI：

  10.1080/15257770.2010.542790

文献信息

• Effect of chirality of l/d-proline and prochiral glycine as the linker amino acid in five-atom linked thymidinyl-(α-amino acid)-thymidine dimers
  作者：Seema Bagmare、Moneesha D’Costa、Vaijayanti A. Kumar

  DOI：10.1039/b913546d

  日期：——

  The chirality of the amide linker in dimer blocks was found to have a profound effect on the orientation of base stacking interactions as studied by CD and NMR spectroscopy.

  在二聚体块的酰胺连接体中，手性对碱基堆叠相互作用的取向产生了深远的影响，研究方法为圆二色性（CD）和核磁共振（NMR）光谱。