4-[6-Amino-9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-8-ylsulfanyl]-butyraldehyde | 200506-19-0

• 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: 4-[6-Amino-9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-8-ylsulfanyl]-butyraldehyde
• 英文别名: 4-[6-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-8-yl]sulfanylbutanal
• CAS: 200506-19-0
• 化学式: C₁₄H₁₉N₅O₄S
• 分子量: 353.402
• InChiKey: XHRKGBVGHWYGQH-IVZWLZJFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  162
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N-[2-(2-aminooxyethoxy)ethoxy]-5-(dimethylamino)naphthalene-1-sulfonamide 、 4-[6-Amino-9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-8-ylsulfanyl]-butyraldehyde 以 N,N-二甲基甲酰胺 为溶剂， 生成 5-Dimethylamino-naphthalene-1-sulfonic acid (2-{2-[4-[6-amino-9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-8-ylsulfanyl]-but-(E)-ylideneaminooxy]-ethoxy}-ethoxy)-amide
  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-(pent-4-enylsulfanyl)adenosine 在 sodium periodate 、 四氧化锇 、 双氧水 、 N-甲基吗啉氧化物 作用下， 以 水 、 丙酮 为溶剂， 生成 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