9-[(2R,3R,4R,5R)-4-hydroxy-3-[[1-[2-[2-[4-[[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-2-(6-oxo-1H-purin-9-yl)oxolan-3-yl]oxymethyl]triazol-1-yl]ethoxy]ethyl]triazol-4-yl]methoxy]-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one | 1373526-79-4

• 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: 9-[(2R,3R,4R,5R)-4-hydroxy-3-[[1-[2-[2-[4-[[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-2-(6-oxo-1H-purin-9-yl)oxolan-3-yl]oxymethyl]triazol-1-yl]ethoxy]ethyl]triazol-4-yl]methoxy]-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
• CAS: 1373526-79-4
• 化学式: C₃₀H₃₆N₁₄O₁₁
• 分子量: 768.703
• InChiKey: FFUKJANZGSHEKL-ZNIDUGPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.1
• 重原子数：
  55
• 可旋转键数：
  16
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  307
• 氢给体数：
  6
• 氢受体数：
  17

反应信息

• 作为产物：
  描述：

  (2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-[[1-[2-[2-[4-[[(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxymethyl]triazol-1-yl]ethoxy]ethyl]triazol-4-yl]methoxy]-2-(hydroxymethyl)oxolan-3-ol 在 potassium phosphate 、 甘油 、 adenosine deaminase 作用下， 以75%的产率得到9-[(2R,3R,4R,5R)-4-hydroxy-3-[[1-[2-[2-[4-[[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-2-(6-oxo-1H-purin-9-yl)oxolan-3-yl]oxymethyl]triazol-1-yl]ethoxy]ethyl]triazol-4-yl]methoxy]-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
  参考文献：
  名称：

  Cross-Linked DNA: Propargylated Ribonucleosides as “Click” Ligation Sites for Bifunctional Azides

  摘要：

  2'-O or 3'-O-propargylated adenosines and ribothymidines were used as click targets for cross-linking of oligonucleotides with aliphatic and aromatic azides. The cross-link generates a sugar modification at the 2'-O-ligation site. Inexpensive ribonucleosides were used as starting materials. Cross-linking of oligonucleotides was performed at internal or terminal positions. Hybridization of homodimers with two complementary single strands resulted in stable ligated DNA duplexes.

  DOI：

  10.1021/jo300421p

文献信息

• Cross-Linked DNA: Propargylated Ribonucleosides as “Click” Ligation Sites for Bifunctional Azides
  作者：Suresh S. Pujari、Frank Seela

  DOI：10.1021/jo300421p

  日期：2012.5.4

  2'-O or 3'-O-propargylated adenosines and ribothymidines were used as click targets for cross-linking of oligonucleotides with aliphatic and aromatic azides. The cross-link generates a sugar modification at the 2'-O-ligation site. Inexpensive ribonucleosides were used as starting materials. Cross-linking of oligonucleotides was performed at internal or terminal positions. Hybridization of homodimers with two complementary single strands resulted in stable ligated DNA duplexes.