Methyl 4-(6-bromo-5-methoxy-1-benzofuran-2-yl)benzoate | 479415-11-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: Methyl 4-(6-bromo-5-methoxy-1-benzofuran-2-yl)benzoate
• CAS: 479415-11-7
• 化学式: C₁₇H₁₃BrO₄
• 分子量: 361.192
• InChiKey: CJPQEEWJLFEYLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  48.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 4-(6-bromo-5-methoxy-1-benzofuran-2-yl)benzoate 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 1,1'-双(二苯基膦)二茂铁 、 氢氧化钾 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 2.0h， 生成 4-[6-[2-[Bis(pyridin-2-ylmethyl)amino]ethylamino]-5-methoxy-1-benzofuran-2-yl]benzoic acid
  参考文献：
  名称：

  A Novel, Cell-Permeable, Fluorescent Probe for Ratiometric Imaging of Zinc Ion

  摘要：

  Zn(2+) plays important roles in various biological systems; as a result, the development of tools that can visualize chelatable Zn(2+) has attracted much attention recently. We report here newly synthesized fluorescent sensors for Zn(2+), ZnAF-Rs, whose excitation maximum is shifted by Zn(2+) under physiological conditions. Thus, these sensors enable ratiometric imaging, which is a technique to reduce artifacts by minimizing the influence of extraneous factors on the fluorescence of a probe. Ratiometric measurement can provide precise data, and some probes allow quantitative detection. ZnAF-Rs are the first ratiometric fluorescent sensors for Zn(2+) that enable quantitative analysis under physiological conditions. ZnAF-Rs also possess suitable K(d) for applications, and high selectivity against other biologically relevant cations, especially Ca(2+). Using these probes, changes of intracellular Zn(2+) concentration in cultured cells were monitored successfully. We believe that these probes will be extremely useful in studies on the biological functions of Zn(2+).

  DOI：

  10.1021/ja026442n
• 作为产物：
  描述：

  4-溴甲基苯甲酸甲酯 在 potassium fluoride on basic alumina 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 Methyl 4-(6-bromo-5-methoxy-1-benzofuran-2-yl)benzoate
  参考文献：
  名称：

  A Novel, Cell-Permeable, Fluorescent Probe for Ratiometric Imaging of Zinc Ion

  摘要：

  Zn(2+) plays important roles in various biological systems; as a result, the development of tools that can visualize chelatable Zn(2+) has attracted much attention recently. We report here newly synthesized fluorescent sensors for Zn(2+), ZnAF-Rs, whose excitation maximum is shifted by Zn(2+) under physiological conditions. Thus, these sensors enable ratiometric imaging, which is a technique to reduce artifacts by minimizing the influence of extraneous factors on the fluorescence of a probe. Ratiometric measurement can provide precise data, and some probes allow quantitative detection. ZnAF-Rs are the first ratiometric fluorescent sensors for Zn(2+) that enable quantitative analysis under physiological conditions. ZnAF-Rs also possess suitable K(d) for applications, and high selectivity against other biologically relevant cations, especially Ca(2+). Using these probes, changes of intracellular Zn(2+) concentration in cultured cells were monitored successfully. We believe that these probes will be extremely useful in studies on the biological functions of Zn(2+).

  DOI：

  10.1021/ja026442n

文献信息

• EP1403268
  申请人：——

  公开号：——

  公开（公告）日：——
• FLUORESCENT PROBE FOR ZINC
  申请人：NAGANO Tetsuo

  公开号：US20080261314A1

  公开（公告）日：2008-10-23

  A compound represented by the following general formula (I) or a salt thereof: wherein R 1 represents hydrogen atom, an alkyl group, an alkoxy group, or hydroxy group; R 2 represents a group represented by the following formula (A): wherein X 1 to X 4 represent hydrogen atom, an alkyl group, or 2-pyridylmethyl group, and m and n represent 0 or 1; Y represents a single bond or —CO—; R 3 represents a carboxy-substituted aryl group, a carboxy-substituted heteroaryl group, benzothiazol-2-yl group, or 5-oxo-2-thioxo-4-imidazolyzinylidenmethyl group], and a fluorescent probe for zinc which comprises said compound or a salt thereof.
• A Novel, Cell-Permeable, Fluorescent Probe for Ratiometric Imaging of Zinc Ion
  作者：Satoko Maruyama、Kazuya Kikuchi、Tomoya Hirano、Yasuteru Urano、Tetsuo Nagano

  DOI：10.1021/ja026442n

  日期：2002.9.1

  Zn(2+) plays important roles in various biological systems; as a result, the development of tools that can visualize chelatable Zn(2+) has attracted much attention recently. We report here newly synthesized fluorescent sensors for Zn(2+), ZnAF-Rs, whose excitation maximum is shifted by Zn(2+) under physiological conditions. Thus, these sensors enable ratiometric imaging, which is a technique to reduce artifacts by minimizing the influence of extraneous factors on the fluorescence of a probe. Ratiometric measurement can provide precise data, and some probes allow quantitative detection. ZnAF-Rs are the first ratiometric fluorescent sensors for Zn(2+) that enable quantitative analysis under physiological conditions. ZnAF-Rs also possess suitable K(d) for applications, and high selectivity against other biologically relevant cations, especially Ca(2+). Using these probes, changes of intracellular Zn(2+) concentration in cultured cells were monitored successfully. We believe that these probes will be extremely useful in studies on the biological functions of Zn(2+).