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    潘斐, 朱勤, 钱伟桥, 胡爱国. 基于三(2-氨基乙基)胺和6-羧基荧光素的双模式核磁共振成像造影剂[J]. 华东理工大学学报(自然科学版), 2016, (6): 758-763. DOI: 10.14135/j.cnki.1006-3080.2016.06.003
    引用本文: 潘斐, 朱勤, 钱伟桥, 胡爱国. 基于三(2-氨基乙基)胺和6-羧基荧光素的双模式核磁共振成像造影剂[J]. 华东理工大学学报(自然科学版), 2016, (6): 758-763. DOI: 10.14135/j.cnki.1006-3080.2016.06.003
    PAN Fei, ZHU Qin, QIAN Wei-qiao, HU Ai-guo. Synthesis of Bimodal Magnetic Resonance Imaging Contrast Agent from Tris(2-aminoethyl)amine and 6-Carboxy-Fluorescein[J]. Journal of East China University of Science and Technology, 2016, (6): 758-763. DOI: 10.14135/j.cnki.1006-3080.2016.06.003
    Citation: PAN Fei, ZHU Qin, QIAN Wei-qiao, HU Ai-guo. Synthesis of Bimodal Magnetic Resonance Imaging Contrast Agent from Tris(2-aminoethyl)amine and 6-Carboxy-Fluorescein[J]. Journal of East China University of Science and Technology, 2016, (6): 758-763. DOI: 10.14135/j.cnki.1006-3080.2016.06.003

    基于三(2-氨基乙基)胺和6-羧基荧光素的双模式核磁共振成像造影剂

    Synthesis of Bimodal Magnetic Resonance Imaging Contrast Agent from Tris(2-aminoethyl)amine and 6-Carboxy-Fluorescein

    • 摘要: 通过将三(2-氨基乙基)胺(TREN)、6-羧基荧光素与溴乙酸苄酯结合而合成出多胺多羧型配体,并赋予化合物荧光成像的功能。进一步与顺磁性的六水合氯化钆(Ⅲ)反应获得兼具核磁共振成像(Magnetic Resonance Imaging,MRI)和光学成像功能的双模式核磁共振成像造影剂。通过核磁氢谱、碳谱、高分辨质谱和ICP-AES表征了配体和金属配合物的结构。研究结果表明,该配合物的纵向弛豫率(r1)为3.46 mM-1·s-1,与小分子型商用造影剂如马根维显®(Gd-DTPA)接近。该配合物同时拥有66%的荧光量子产率,在紫外光照射下显示明亮的绿色荧光,为以后进行生物体内研究打下坚实基础。

       

      Abstract: A fluorescent ligand with polydentate amino carboxylate moieties was synthesized from tris(2-aminoethyl)amine and benzyl 2-bromoacetate,followed by the introduction of fluorescent functionality through an amidation reaction between the primary amine group and 6-carboxy-fluorescein.After coordination with paramagnetic GdC13·6H2O,a bimodal contrast agent combing the ability for magnetic resonance imaging (MRI) and optical imaging was formed.The structures of the ligands and the complexes were confirmed by both H- and C-NMR、high resolution mass spectrometry,and ICP-AES.This new MRI contrast agent showed a r1 value (longitudinal relaxivity) of 3.46 mM-1·s-1,comparable to commercial small molecular contrast agent like Magevist®(Gd-DTPA).This complex also showed bright green fluorescence when shined with UV light,showing a high quantum yield of 66%,which is essential for clinical bimodal imaging.

       

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