Fmoc-gabapentin-choline | 1152425-52-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: Fmoc-gabapentin-choline
• CAS: 1152425-52-9
• 化学式: C₂₉H₃₉N₂O₄*I
• 分子量: 606.544
• InChiKey: JDCVFGMQSJHMKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.12
• 重原子数：
  36.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3H-indolium-1-(5-carboxypentyl)-2-[(1E,3E)-3-(1-ethyl-1,3-dihydro-3,3-dimethyl-5-sulfo-2H-indol-2-ylidene)-1-propenyl]-3,3-dimethyl-5-sulfo-, inner salt, succinimidyl ester 、 Fmoc-gabapentin-choline 在 4-二甲氨基吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以90%的产率得到Cy3-gabapentin-choline
  参考文献：
  名称：

  An improved synthesis of a fluorescent gabapentin–choline conjugate for single molecule detection

  摘要：

  Voltage-gated calcium ion channels comprise pore-forming alpha(1) and auxiliary alpha(2)delta, beta, and gamma subunits. They are important molecular devices involved in a variety of cell functions. Fluorescently labeled acylcholine analogues are important in studies such as ion channel regulation. Cy3-3-acetylcholine has recently been synthesized for single molecule detection studies; albeit in an extremely low overall yield (0.06%). In this Work, an alternative route to that used in the previous Cy3-3-acetylcholine synthesis was developed with a 90% yield at a significantly lower material cost. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2009.02.125
• 作为产物：
  描述：

  Fmoc-gabapentin N,N-dimethylaminoethyl ester 、 碘甲烷 以 氯仿 为溶剂， 反应 24.0h， 以0.16 g的产率得到Fmoc-gabapentin-choline
  参考文献：
  名称：

  An improved synthesis of a fluorescent gabapentin–choline conjugate for single molecule detection

  摘要：

  Voltage-gated calcium ion channels comprise pore-forming alpha(1) and auxiliary alpha(2)delta, beta, and gamma subunits. They are important molecular devices involved in a variety of cell functions. Fluorescently labeled acylcholine analogues are important in studies such as ion channel regulation. Cy3-3-acetylcholine has recently been synthesized for single molecule detection studies; albeit in an extremely low overall yield (0.06%). In this Work, an alternative route to that used in the previous Cy3-3-acetylcholine synthesis was developed with a 90% yield at a significantly lower material cost. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2009.02.125