N-(2-(3',6'-bis(diethylamino)-3-oxospiro[isoindoline-1,9'-xanthen]-2-yl)ethyl)-5-(dimethylamino)naphthalene-1-sulfonamide | 1601479-59-7

• 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: N-(2-(3',6'-bis(diethylamino)-3-oxospiro[isoindoline-1,9'-xanthen]-2-yl)ethyl)-5-(dimethylamino)naphthalene-1-sulfonamide
• CAS: 1601479-59-7
• 化学式: C₄₂H₄₇N₅O₄S
• 分子量: 717.932
• InChiKey: SHQRYFIEWVJIOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.43
• 重原子数：
  52.0
• 可旋转键数：
  12.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  85.43
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  罗丹明B 在 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 5.5h， 生成 N-(2-(3',6'-bis(diethylamino)-3-oxospiro[isoindoline-1,9'-xanthen]-2-yl)ethyl)-5-(dimethylamino)naphthalene-1-sulfonamide
  参考文献：
  名称：

  A dansyl–rhodamine chemosensor for Fe(III) based on off–on FRET

  摘要：

  A novel fluorescent chemosensor bearing a rhodamine and a dansyl moiety was developed for highly selective detection of Fe3+ based on fluorescence resonance energy transfer (FRET) mechanism. Binding of Fe3+ to the chemosensor induced spirolactam ring opening in the rhodamine moiety and subsequent off-on FRET from the dansyl energy donor to the rhodamine energy acceptor due to the spectral overlap between the emission of the dansyl moiety and the absorption of the ring opened rhodamine moiety. Job's plot analysis indicated a 1:1 binding stoichiometry between the chemosensor and Fe3+. The association constant was estimated to be 2.72 x 10(3) M-1 according to the Benesi-Hildebrand method. With the feature of easy synthesis, simple structural skeleton and excellent sensing ability, the newly synthesized chemosensor provided the potential for applying as a highly selective fluorescent probe in complex samples containing various competitive metal ions and developing other metal ion chemosensors to fulfill various needs of biological and environmental field. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2014.03.002