rhodamine isothiocyanate

• 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: rhodamine isothiocyanate
• 英文别名: [9-(2-Carboxy-4-isothiocyanatophenyl)-6-(diethylamino)xanthen-3-ylidene]-diethylazanium
• 化学式: C₂₉H₃₀N₃O₃S
• 分子量: 500.641
• InChiKey: FEKYPCKSLOIOOJ-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  97.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  rhodamine isothiocyanate 、 在 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 为溶剂， 生成
  参考文献：
  名称：

  The gastrin/cholecystokinin-B receptor on prostate cells – A novel target for bifunctional prostate cancer imaging

  摘要：

  The means of identifying prostate carcinoma and its metastases are limited.The contrast agents used in magnetic resonance imaging clinical diagnostics are not taken up into the tumor cells, but only accumulate in the interstitial space of the highly vasculated tumor.We examined the gastrin/cholecystokinin-B receptor as a possible target for prostate-specific detection using the C-terminal seven amino acid sequence of the gastrin peptide 'hormone. The correct sequence and a scrambled control sequence were coupled to the fluorescent dye rhodamine and the magnetic resonance imaging contrast agent gadolinium (Gd)-1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA).Expression analysis of the gastrin receptor mRNA was performed by reverse transcriptase polymerase chain reaction on PC3 prostate carcinoma cells, U373 glioma, U2OS osteosarcoma and Colo205 colon carcinoma cells. After having confirmed elevated expression of gastrin receptor in PC3 cells and very low expression of the receptor in Colo205 cells, these two cell lines were used to create tumor xenografts on nude mice for in vivo experiments.Confocal lasers scanning microscopy and magnetic resonance imaging showed a high specificity of the correct conjugate for the PC3 xenografts. Staining of the PC3 xenografts was much weaker with the scrambled conjugate while the Colo205 xenografts showed no marked staining with any of the conjugates.In vitro experiments comparing the correct and scrambled conjugates on PC3 cells by magnetic resonance relaxometry and fluorescence-activated cell sorting confirmed markedly higher specificity of the correct conjugate.The investigations show that the gastrin receptor is a promising tumor cell surface target for future prostate-cancer-specific imaging applications. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ejps.2013.10.013

文献信息

• Labeled chemically reactive and biologically active conjugates, and methods and compositions thereof
  申请人：Sun Yi

  公开号：US10815248B2

  公开（公告）日：2020-10-27

  The invention generally relates to novel fluorophore-labeled, bi- or multi-functional, chemically reactive and/or biologically active conjugates, and related compositions and methods thereof.

  本发明一般涉及新型荧光团标记、双功能或多功能、化学反应性和/或生物活性共轭物及其相关组合物和方法。
• POLYMER-NANOSTRUCTURE COMPOSITION FOR SELECTIVE MOLECULAR RECOGNITION
  申请人：Strano Michael S.

  公开号：US20110257033A1

  公开（公告）日：2011-10-20

  A composition can include a complex, where the complex includes a photoluminescent nanostructure and a polymer free from selective binding to an analyte, the polymer adsorbed on the photoluminescent nanostructure, and a selective binding site associated with the complex.
• NOVEL LABELED CHEMICALLY REACTIVE AND BIOLOGICALLY ACTIVE COMJUGATES, AND METHODS AND COMPOSITIONS THEREOF
  申请人：Sun Yi

  公开号：US20150361090A1

  公开（公告）日：2015-12-17

  The invention generally relates to novel fluorophore-labeled, bi- or multi-functional, chemically reactive and/or biologically active conjugates, and related compositions and methods thereof.
• US9664677B2
  申请人：——

  公开号：US9664677B2

  公开（公告）日：2017-05-30
• US9951085B2
  申请人：——

  公开号：US9951085B2

  公开（公告）日：2018-04-24