[2-[[[10-[[[2-[2-[2-[[10-[[(2-Borono-5-fluorophenyl)methyl-methylamino]methyl]anthracen-9-yl]methyl-methylamino]-2-oxoethyl]phenyl]acetyl]-methylamino]methyl]anthracen-9-yl]methyl-methylamino]methyl]-4-fluorophenyl]boronic acid | 883715-39-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: [2-[[[10-[[[2-[2-[2-[[10-[[(2-Borono-5-fluorophenyl)methyl-methylamino]methyl]anthracen-9-yl]methyl-methylamino]-2-oxoethyl]phenyl]acetyl]-methylamino]methyl]anthracen-9-yl]methyl-methylamino]methyl]-4-fluorophenyl]boronic acid
• 英文别名: [2-[[[10-[[[2-[2-[2-[[10-[[(2-borono-5-fluorophenyl)methyl-methylamino]methyl]anthracen-9-yl]methyl-methylamino]-2-oxoethyl]phenyl]acetyl]-methylamino]methyl]anthracen-9-yl]methyl-methylamino]methyl]-4-fluorophenyl]boronic acid
• CAS: 883715-39-7
• 化学式: C₆₀H₅₈B₂F₂N₄O₆
• 分子量: 990.763
• InChiKey: ZAORGORQDWRBQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  74
• 可旋转键数：
  18
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  128
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  [2-[[[10-[[[2-[2-[2-[[10-[[(2-Borono-5-fluorophenyl)methyl-methylamino]methyl]anthracen-9-yl]methyl-methylamino]-2-oxoethyl]phenyl]acetyl]-methylamino]methyl]anthracen-9-yl]methyl-methylamino]methyl]-4-fluorophenyl]boronic acid 在 双氧水 、 溶剂黄146 作用下， 生成 N-(10-{[(5-Fluoro-2-hydroxy-benzyl)-methyl-amino]-methyl}-anthracen-9-ylmethyl)-2-(2-{[(10-{[(5-fluoro-2-hydroxy-benzyl)-methyl-amino]-methyl}-anthracen-9-ylmethyl)-methyl-carbamoyl]-methyl}-phenyl)-N-methyl-acetamide
  参考文献：
  名称：

  Substituent effect on anthracene-based bisboronic acid glucose sensors

  摘要：

  Earlier we communicated an anthracene-based bisboronic acid sensor for glucose. Aimed at understanding the substituent effect, we have introduced various functional groups, such as the cyano, nitro, and fluoro group on the boronic acid moiety of this glucose sensor. Fluorescent binding studies indicated that the cyano-substituted sensor (4a) has the highest affinity (K 2540 M-1) for glucose, but the lowest selectivity (three-fold over fructose); the fluoro-substituted compound (4c) shows the lowest affinity (630 M-1) and a modest selectivity (15-fold over fructose); and the unsubstituted one (1a) shows the highest selectivity over fructose (43-fold) and a modest affinity (1472 M-1). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.12.034
• 作为产物：
  描述：

  在 盐酸 作用下， 以 丙酮 为溶剂， 反应 1.0h， 生成 [2-[[[10-[[[2-[2-[2-[[10-[[(2-Borono-5-fluorophenyl)methyl-methylamino]methyl]anthracen-9-yl]methyl-methylamino]-2-oxoethyl]phenyl]acetyl]-methylamino]methyl]anthracen-9-yl]methyl-methylamino]methyl]-4-fluorophenyl]boronic acid
  参考文献：
  名称：

  Substituent effect on anthracene-based bisboronic acid glucose sensors

  摘要：

  Earlier we communicated an anthracene-based bisboronic acid sensor for glucose. Aimed at understanding the substituent effect, we have introduced various functional groups, such as the cyano, nitro, and fluoro group on the boronic acid moiety of this glucose sensor. Fluorescent binding studies indicated that the cyano-substituted sensor (4a) has the highest affinity (K 2540 M-1) for glucose, but the lowest selectivity (three-fold over fructose); the fluoro-substituted compound (4c) shows the lowest affinity (630 M-1) and a modest selectivity (15-fold over fructose); and the unsubstituted one (1a) shows the highest selectivity over fructose (43-fold) and a modest affinity (1472 M-1). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.12.034