bis(bromoacetyl)fluorescein | 1433770-09-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: bis(bromoacetyl)fluorescein
• 英文别名: [6'-(2-Bromoacetyl)oxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl] 2-bromoacetate；[6'-(2-bromoacetyl)oxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-3'-yl] 2-bromoacetate
• CAS: 1433770-09-2
• 化学式: C₂₄H₁₄Br₂O₇
• 分子量: 574.179
• InChiKey: SJAYMTPPDSRPFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  88.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  L-半胱氨酸 、 bis(bromoacetyl)fluorescein 在 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 反应 0.17h， 生成 bis(bromoacetyl)fluorescein
  参考文献：
  名称：

  Selective detection of cysteine over homocysteine and glutathione by a bis(bromoacetyl)fluorescein probe

  摘要：

  A bromoacetyl functionalized fluorescein chemodosimeter (1) was utilized as a fluorescent probe for cysteine. The probe showed a selective and sensitive response to cysteine over homocysteine and glutathione in aqueous buffer through a rapid cyclization reaction. When cysteine was added, a fast fluorescence turn-on change of 1 was observed, thus allowing cysteine to be discriminated from other biothiols and micromolar concentrations of cysteine to be detected by the naked eye. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.119
• 作为产物：
  描述：

  溴乙酰溴 、 荧光素 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以48%的产率得到bis(bromoacetyl)fluorescein
  参考文献：
  名称：

  Selective detection of cysteine over homocysteine and glutathione by a bis(bromoacetyl)fluorescein probe

  摘要：

  A bromoacetyl functionalized fluorescein chemodosimeter (1) was utilized as a fluorescent probe for cysteine. The probe showed a selective and sensitive response to cysteine over homocysteine and glutathione in aqueous buffer through a rapid cyclization reaction. When cysteine was added, a fast fluorescence turn-on change of 1 was observed, thus allowing cysteine to be discriminated from other biothiols and micromolar concentrations of cysteine to be detected by the naked eye. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.119

文献信息

• Selective detection of cysteine over homocysteine and glutathione by a bis(bromoacetyl)fluorescein probe
  作者：Keum-Hee Hong、Soo-Yeon Lim、Mi-Yeon Yun、Joo-Won Lim、Je-Hyuk Woo、Hyockman Kwon、Hae-Jo Kim

  DOI：10.1016/j.tetlet.2013.03.119

  日期：2013.6

  A bromoacetyl functionalized fluorescein chemodosimeter (1) was utilized as a fluorescent probe for cysteine. The probe showed a selective and sensitive response to cysteine over homocysteine and glutathione in aqueous buffer through a rapid cyclization reaction. When cysteine was added, a fast fluorescence turn-on change of 1 was observed, thus allowing cysteine to be discriminated from other biothiols and micromolar concentrations of cysteine to be detected by the naked eye. (C) 2013 Elsevier Ltd. All rights reserved.