7,16-O,O'-bis(methylmethoxyphosphoryloxy)-6,8,15,17-tetrahydro-6,17:8,15-dimethanoheptacenye

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: 7,16-O,O'-bis(methylmethoxyphosphoryloxy)-6,8,15,17-tetrahydro-6,17:8,15-dimethanoheptacenye
• 英文别名: (1R,5S,16R,20S)-3,18-bis[[methoxy(methyl)phosphoryl]oxy]nonacyclo[18.10.1.15,16.02,19.04,17.06,15.08,13.021,30.023,28]dotriaconta-2,4(17),6,8,10,12,14,18,21,23,25,27,29-tridecaene
• 化学式: C₃₆H₃₂O₆P₂
• 分子量: 622.594
• InChiKey: PECRZDBOGVBODQ-VZEZKYAMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  44
• 可旋转键数：
  6
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  7,16-O,O'-bis(methylmethoxyphosphoryloxy)-6,8,15,17-tetrahydro-6,17:8,15-dimethanoheptacenye 在 2-己酮 、 lithium bromide 作用下， 反应 16.0h， 以81%的产率得到bis(lithium) 6,8,15,17-tetrahydro-6,17:8,15-dimethanoheptacenyl-7,16-bismethylphosphonate
  参考文献：
  名称：

  Inclusion of Thiamine Diphosphate and S-Adenosylmethionine at Their Chemically Active Sites

  摘要：

  Molecular clips functionalized by phosphonate or phosphate groups bind thiamine diphosphate (TPP) and S-adenosylmethionine (SAM) with high affinity in water; both sulfur-based cofactors transfer organic groups to biomolecules. For TPP, various analytical tools point toward a Simultaneous insertion of both heterocyclic rings into the electron-rich clip cavity. Similarly, SAM is also embedded with its sulfonium moiety inside the receptor cavity. This paves the way for enzyme models and direct interference with enzymatic processes.

  DOI：

  10.1021/jo0511896
• 作为产物：
  描述：

  甲基膦酞二氯 、 甲醇 、 7,16-dihydroxy-(6α,8α,15α,17α)-6,8,15,17-tetrahydro-6,17:8,15-dimethanoheptacene 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以55%的产率得到7,16-O,O'-bis(methylmethoxyphosphoryloxy)-6,8,15,17-tetrahydro-6,17:8,15-dimethanoheptacenye
  参考文献：
  名称：

  Inclusion of Thiamine Diphosphate and S-Adenosylmethionine at Their Chemically Active Sites

  摘要：

  Molecular clips functionalized by phosphonate or phosphate groups bind thiamine diphosphate (TPP) and S-adenosylmethionine (SAM) with high affinity in water; both sulfur-based cofactors transfer organic groups to biomolecules. For TPP, various analytical tools point toward a Simultaneous insertion of both heterocyclic rings into the electron-rich clip cavity. Similarly, SAM is also embedded with its sulfonium moiety inside the receptor cavity. This paves the way for enzyme models and direct interference with enzymatic processes.

  DOI：

  10.1021/jo0511896

文献信息

• Inclusion of Thiamine Diphosphate and <i>S</i>-Adenosylmethionine at Their Chemically Active Sites
  作者：Thomas Schrader、Michael Fokkens、Frank-Gerrit Klärner、Jolanta Polkowska、Frank Bastkowski

  DOI：10.1021/jo0511896

  日期：2005.12.1

  Molecular clips functionalized by phosphonate or phosphate groups bind thiamine diphosphate (TPP) and S-adenosylmethionine (SAM) with high affinity in water; both sulfur-based cofactors transfer organic groups to biomolecules. For TPP, various analytical tools point toward a Simultaneous insertion of both heterocyclic rings into the electron-rich clip cavity. Similarly, SAM is also embedded with its sulfonium moiety inside the receptor cavity. This paves the way for enzyme models and direct interference with enzymatic processes.