(E)-3-amino-5-(2-oxoindolin-3-ylidene)-2-thioxothiazolidin-4-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (E)-3-amino-5-(2-oxoindolin-3-ylidene)-2-thioxothiazolidin-4-one
• 英文别名: (5E)-3-amino-5-(2-oxo-1H-indol-3-ylidene)-2-sulfanylidene-1,3-thiazolidin-4-one
• 化学式: C₁₁H₇N₃O₂S₂
• 分子量: 277.327
• InChiKey: DLPCTQRNDPBUEU-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.08
• 重原子数：
  18.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  75.43
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  N-氨基绕丹宁 、 靛红 在 氯化铵 作用下， 以 乙醇 为溶剂， 反应 5.17h， 以86%的产率得到(E)-3-amino-5-(2-oxoindolin-3-ylidene)-2-thioxothiazolidin-4-one
  参考文献：
  名称：

  A simple rhodanine-based fluorescent sensor for mercury and copper: The recognition of Hg2+ in aqueous solution, and Hg2+/Cu2+ in organic solvent

  摘要：

  Detection of copper and mercury attracts important in most environmental and biological systems. In this study, the simple probe 2-OxI-Rh containing rhodanine core was synthesized by a green approach and sensing properties were studied using colorimetric and fluorometric detection. The research indicated that the specific ion affinity for Hg2+ ions in aqua systems and the multi-ion affinity for Hg2+ and Cu2+ in organic solvent results in drastic color and spectral changes. According to the data obtained, while the peak intensity increases at 390 nm, the peak intensity decreased at 272 nm in the absorption spectrum of 2-OxI-Rh and an increase in fluorescence intensity of 2-OxI-Rh were observed in the presence of Hg2+ and Cu2+ ions. The binding ratio of 2-OxI-Rh to Hg2+ and Cu2+ were found to be 1:1 according to Job's plot experiments. The binding constants were calculated using the Benesi-Hildebrand equation and found to be 2.15 x 10(4) M-1 for Hg2+ and 1.21 x 10(4) M-1 for Cu2+. Based on these concentration dependent fluorescence changes, the limit of detection (LOD) values were also calculated and found to be 3.36 mu M for Hg2+ and 2.31 mu M for Cu2+, which is the range of copper that should be in the blood (11.8-23.6 mu M). As a result of all these studies, we can understand that prove 2-OxI-Rh, which is non-toxic, is a good selective candidate turn-on sensor that can be used for Hg2+ and Cu2+ detection in different solvent systems.

  DOI：

  10.1016/j.jphotochem.2018.12.021

文献信息

• A simple rhodanine-based fluorescent sensor for mercury and copper: The recognition of Hg2+ in aqueous solution, and Hg2+/Cu2+ in organic solvent
  作者：Sinan Bayindir

  DOI：10.1016/j.jphotochem.2018.12.021

  日期：2019.3

  Detection of copper and mercury attracts important in most environmental and biological systems. In this study, the simple probe 2-OxI-Rh containing rhodanine core was synthesized by a green approach and sensing properties were studied using colorimetric and fluorometric detection. The research indicated that the specific ion affinity for Hg2+ ions in aqua systems and the multi-ion affinity for Hg2+ and Cu2+ in organic solvent results in drastic color and spectral changes. According to the data obtained, while the peak intensity increases at 390 nm, the peak intensity decreased at 272 nm in the absorption spectrum of 2-OxI-Rh and an increase in fluorescence intensity of 2-OxI-Rh were observed in the presence of Hg2+ and Cu2+ ions. The binding ratio of 2-OxI-Rh to Hg2+ and Cu2+ were found to be 1:1 according to Job's plot experiments. The binding constants were calculated using the Benesi-Hildebrand equation and found to be 2.15 x 10(4) M-1 for Hg2+ and 1.21 x 10(4) M-1 for Cu2+. Based on these concentration dependent fluorescence changes, the limit of detection (LOD) values were also calculated and found to be 3.36 mu M for Hg2+ and 2.31 mu M for Cu2+, which is the range of copper that should be in the blood (11.8-23.6 mu M). As a result of all these studies, we can understand that prove 2-OxI-Rh, which is non-toxic, is a good selective candidate turn-on sensor that can be used for Hg2+ and Cu2+ detection in different solvent systems.