1-[3',6'-Bis(diethylamino)-3-oxospiro[isoindole-1,9'-xanthene]-2-yl]-3-[7-(diethylamino)-2-oxochromen-3-yl]thiourea | 1428317-51-4

• 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: 1-[3',6'-Bis(diethylamino)-3-oxospiro[isoindole-1,9'-xanthene]-2-yl]-3-[7-(diethylamino)-2-oxochromen-3-yl]thiourea
• CAS: 1428317-51-4
• 化学式: C₄₂H₄₆N₆O₄S
• 分子量: 730.931
• InChiKey: DCXSBFOICVBESK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  53
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  122
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-[3',6'-Bis(diethylamino)-3-oxospiro[isoindole-1,9'-xanthene]-2-yl]-3-[7-(diethylamino)-2-oxochromen-3-yl]thiourea 在 mercury (II) perchlorate trihydrate 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以96%的产率得到
  参考文献：
  名称：

  Visualizing Hg2+ ions in living cells using a FRET-based fluorescent sensor

  摘要：

  A novel FRET fluorescent sensor for Hg2+ imaging in living cells is rationally designed based on a coumarin-rhodamine platform. RBC1 exhibit high selectivity and excellent sensitivity in both absorbance and fluorescence detection of Hg2+ in aqueous solution. After addition of increasing concentrations of Hg2+, it result in the decrease of coumarin emission at 467 nm and a new emission profile of rhodamine at 590 nm gradually increased. The response time to Hg2+ is less than 2 min, and other metal ions including Fe2+, Mn2+, Ni2+, Co2+, Cu2+, Zn2+, Cd2+, Pb2+, and Cr3+ had no interference. In addition, fluorescent imaging of Hg2+ in A375 cells is also successfully demonstrated. The design strategy of two fluorophores switching in this work would help to extend the development of FRET fluorescent sensors. Crown Copyright (C) 2013 Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.12.092
• 作为产物：
  描述：

  7-(diethylamino)-3-isothiocyanato-2H-chromen-2-one 在 若丹明B酰肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以43%的产率得到1-[3',6'-Bis(diethylamino)-3-oxospiro[isoindole-1,9'-xanthene]-2-yl]-3-[7-(diethylamino)-2-oxochromen-3-yl]thiourea
  参考文献：
  名称：

  Visualizing Hg2+ ions in living cells using a FRET-based fluorescent sensor

  摘要：

  A novel FRET fluorescent sensor for Hg2+ imaging in living cells is rationally designed based on a coumarin-rhodamine platform. RBC1 exhibit high selectivity and excellent sensitivity in both absorbance and fluorescence detection of Hg2+ in aqueous solution. After addition of increasing concentrations of Hg2+, it result in the decrease of coumarin emission at 467 nm and a new emission profile of rhodamine at 590 nm gradually increased. The response time to Hg2+ is less than 2 min, and other metal ions including Fe2+, Mn2+, Ni2+, Co2+, Cu2+, Zn2+, Cd2+, Pb2+, and Cr3+ had no interference. In addition, fluorescent imaging of Hg2+ in A375 cells is also successfully demonstrated. The design strategy of two fluorophores switching in this work would help to extend the development of FRET fluorescent sensors. Crown Copyright (C) 2013 Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.12.092