6-苄氨基-9-(Α-D-吡喃葡萄糖基)嘌呤 | 4294-17-1

• 物质功能分类: 医药中间体 - 吡喃类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 6-苄氨基-9-(Α-D-吡喃葡萄糖基)嘌呤
• 英文名称: 6-benzylamino-9-beta-D-glucopyranosylpurine
• 英文别名: 1-(6-benzylamino-purin-9-yl)-β-D-1-deoxy-glucopyranose；6-benzylamino-9-glucosylpurine；6-Benzylaminopurine 9-(beta-D-glucoside)；(2R,3R,4S,5S,6R)-2-[6-(benzylamino)purin-9-yl]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 4294-17-1
• 化学式: C₁₈H₂₁N₅O₅
• 分子量: 387.395
• InChiKey: KRUUBWXADMDQSI-BWOYXGKQSA-N

物化性质

• 熔点：
  179°C
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  146
• 氢给体数：
  5
• 氢受体数：
  9

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 安全说明：
  S26,S36

反应信息

• 作为反应物：
  描述：

  6-苄氨基-9-(Α-D-吡喃葡萄糖基)嘌呤 在 铂 氧气 、 sodium carbonate 作用下， 以 水 为溶剂， 反应 20.0h， 生成 Sodium; (2S,3S,4S,5R,6R)-6-(6-benzylamino-purin-9-yl)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylate
  参考文献：
  名称：

  Synthesis of cytokinin glucuronides for the selection of transgenic plant cells

  摘要：

  Glucuronide derivatives of cytokinins have been synthesized for use as agents for the selection of plant cells transformed with a beta-glucuronidase (GUS) gene. In this selection system, the GUS gene functions as both a selectable, as well as a screenable gene. GUS liberates active cytokinin from inactive cytokinin glucuronides which then stimulates growth and regeneration of the transformed cells. The frequently used cytokinin N-6-benzyladenine was conjugated to glucuronic acid at N-3 or at N-9 but only the former was a substrate for GUS. The glucuronide of isopentenyladenine was also made, by coupling at the N-3. This compound was readily hydrolysed by GUS. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0031-9422(97)00373-7