Leadfluor-1

• 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: Leadfluor-1
• 英文别名: 2-[2-[N-[2-[2-(carboxymethoxy)ethoxy]ethyl]-4-(3-hydroxy-6-oxoxanthen-9-yl)anilino]ethoxy]acetic acid
• 化学式: C₂₉H₂₉NO₁₀
• 分子量: 551.55
• InChiKey: YYFATWJYRSYBEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  40
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  152
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  N-苯基乙醇胺 在 lithium hydroxide 、 甲烷磺酸 、 potassium tert-butylate 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 calcium carbonate 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 水 、 溶剂黄146 、 1,2-二氯乙烷 、 叔丁醇 、 苯 为溶剂， 反应 79.0h， 生成 Leadfluor-1
  参考文献：
  名称：

  A Selective Fluorescent Sensor for Detecting Lead in Living Cells

  摘要：

  We present the synthesis, properties, and biological applications of Leadfluor-1 (LF1), a new water-soluble, turn-on fluorescent sensor that is capable of selectively imaging Pb2+ in aqueous solution and in living cells. LF1 combines a fluorescein chromophore and a pseudocrown receptor to provide good selectivity for Pb2+ over a range of biologically and environmentally relevant metal ions in aqueous solution, with sensitivity to parts per billion EPA limits for allowable lead in drinking water. In addition to these attributes, imaging experiments further show that LF1 is the first small-molecule reagent that can be delivered into living cells and report changes in intracellular Pb2+ levels.

  DOI：

  10.1021/ja063029x

文献信息

• A Selective Fluorescent Sensor for Detecting Lead in Living Cells
  作者：Qiwen He、Evan W. Miller、Audrey P. Wong、Christopher J. Chang

  DOI：10.1021/ja063029x

  日期：2006.7.1

  We present the synthesis, properties, and biological applications of Leadfluor-1 (LF1), a new water-soluble, turn-on fluorescent sensor that is capable of selectively imaging Pb2+ in aqueous solution and in living cells. LF1 combines a fluorescein chromophore and a pseudocrown receptor to provide good selectivity for Pb2+ over a range of biologically and environmentally relevant metal ions in aqueous solution, with sensitivity to parts per billion EPA limits for allowable lead in drinking water. In addition to these attributes, imaging experiments further show that LF1 is the first small-molecule reagent that can be delivered into living cells and report changes in intracellular Pb2+ levels.