[7-(carboxymethoxy)coumarin-4-yl]methanol

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: [7-(carboxymethoxy)coumarin-4-yl]methanol
• 英文别名: 2-[4-(Hydroxymethyl)-2-oxochromen-7-yl]oxyacetic acid；2-[4-(hydroxymethyl)-2-oxochromen-7-yl]oxyacetic acid
• 化学式: C₁₂H₁₀O₆
• 分子量: 250.208
• InChiKey: YJGNNZRKFBWXSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [7-(carboxymethoxy)coumarin-4-yl]methanol 生成 4-(hydroxymethyl)-7-methoxycoumarin
  参考文献：
  名称：

  Synthesis and photoreactivity of caged blockers for glutamate transporters

  摘要：

  L-TBOA (L-threo-p-benzyloxyaspartate) is, so far, the most potent non-trans portable blocker for glutamate transporters. We synthesized alpha-CMCM-L-TBOA (1a) possessing [7-(carboxymethoxy)coumarin-4-yl]methyl ester as a caging group. alpha-CMCM-L-TBOA (1a) is biologically inactive until UV irradiation and the photolysis of la immediately released L-TBOA to show glutamate uptake inhibition. The photoreactivity of the coumarin-type caging group was superior to that of the o-nitrobenzyl-type caging group. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)01042-9
• 作为产物：
  描述：

  (2S,3S)-3-amino-4-[[7-(carboxymethoxy)-2-oxochromen-4-yl]methoxy]-4-oxo-2-phenylmethoxybutanoic acid 生成 L-TBOA 、 [7-(carboxymethoxy)coumarin-4-yl]methanol
  参考文献：
  名称：

  Synthesis and photoreactivity of caged blockers for glutamate transporters

  摘要：

  L-TBOA (L-threo-p-benzyloxyaspartate) is, so far, the most potent non-trans portable blocker for glutamate transporters. We synthesized alpha-CMCM-L-TBOA (1a) possessing [7-(carboxymethoxy)coumarin-4-yl]methyl ester as a caging group. alpha-CMCM-L-TBOA (1a) is biologically inactive until UV irradiation and the photolysis of la immediately released L-TBOA to show glutamate uptake inhibition. The photoreactivity of the coumarin-type caging group was superior to that of the o-nitrobenzyl-type caging group. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)01042-9

文献信息

• Synthesis and photoreactivity of caged blockers for glutamate transporters
  作者：Kiyo Takaoka、Yoshiro Tatsu、Noboru Yumoto、Terumi Nakajima、Keiko Shimamoto

  DOI：10.1016/s0960-894x(02)01042-9

  日期：2003.3

  L-TBOA (L-threo-p-benzyloxyaspartate) is, so far, the most potent non-trans portable blocker for glutamate transporters. We synthesized alpha-CMCM-L-TBOA (1a) possessing [7-(carboxymethoxy)coumarin-4-yl]methyl ester as a caging group. alpha-CMCM-L-TBOA (1a) is biologically inactive until UV irradiation and the photolysis of la immediately released L-TBOA to show glutamate uptake inhibition. The photoreactivity of the coumarin-type caging group was superior to that of the o-nitrobenzyl-type caging group. (C) 2003 Elsevier Science Ltd. All rights reserved.