5-[6-Amino-9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-8-ylsulfanyl]-pentane-1,2-diol | 200506-17-8

• 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: 5-[6-Amino-9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-8-ylsulfanyl]-pentane-1,2-diol
• 英文别名: 5-[6-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-8-yl]sulfanylpentane-1,2-diol
• CAS: 200506-17-8
• 化学式: C₁₅H₂₃N₅O₅S
• 分子量: 385.444
• InChiKey: YGKJZIGFFOQTBW-NVEZCULWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  185
• 氢给体数：
  5
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  5-[6-Amino-9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-8-ylsulfanyl]-pentane-1,2-diol 在 sodium periodate 作用下， 以 水 为溶剂， 以63%的产率得到4-[6-Amino-9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-8-ylsulfanyl]-butyraldehyde
  参考文献：
  名称：

  The oxyamino-aldehyde coupling reaction: An efficient method for the derivatization of oligonucleotides

  摘要：

  Oligonucleotides containing an aldehydic function at any preselected position in the sequence have been prepared using post-synthetic oxidation of an alkene as the key reaction. These were efficiently coupled to a reporter molecule tethered to an oxyamino linker. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10335-5
• 作为产物：
  描述：

  2'-deoxy-8-mercaptoadenosine 在 四氧化锇 、 双氧水 、 potassium carbonate 、 N-甲基吗啉氧化物 作用下， 以 水 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 5-[6-Amino-9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-8-ylsulfanyl]-pentane-1,2-diol
  参考文献：
  名称：

  The oxyamino-aldehyde coupling reaction: An efficient method for the derivatization of oligonucleotides

  摘要：

  Oligonucleotides containing an aldehydic function at any preselected position in the sequence have been prepared using post-synthetic oxidation of an alkene as the key reaction. These were efficiently coupled to a reporter molecule tethered to an oxyamino linker. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10335-5

文献信息

• The oxyamino-aldehyde coupling reaction: An efficient method for the derivatization of oligonucleotides
  作者：Emmanuelle Trévisiol、Annabelle Renard、Eric Defrancq、Jean Lhomme

  DOI：10.1016/s0040-4039(97)10335-5

  日期：1997.12

  Oligonucleotides containing an aldehydic function at any preselected position in the sequence have been prepared using post-synthetic oxidation of an alkene as the key reaction. These were efficiently coupled to a reporter molecule tethered to an oxyamino linker. (C) 1997 Elsevier Science Ltd.