摘要
以5-苯氧乙酸乙酯联吡咯甲烷与5-醛基-异氮杂茚氧化氮自由基(FTMIO)为原料,在催化剂的作用下进行Lindsedy法成环反应与脱酯化反应,从而制备水溶性5-(1',1',3',3'-四甲基-异氮杂茚-2'-氧化氮自由基)-10,15,20-三[(4"-羧甲氧基)苯基]-卟啉(TmioTCPP)。将TmioTCPP与肝癌靶向基团磷脂酰肌醇蛋白聚糖3单克隆抗体(Glypican3-mAb)偶联,制备含Glypican3单克隆抗体电子顺磁共振成像诊断剂。对所合成诊断剂进行质谱和红外光谱等结构表征,进一步测试诊断剂的荧光、电化学与电子顺磁共振等性能。实验结果表明:所合成的诊断剂具有与TmioTCPP相似的荧光特性,以及与FTMIO相似的氧化还原性能。
A water-soluble 5-(1',1',3',3'-tetramethylisoindolin-2'-yloxyl-5'-yl)-10,15,20-tris(4"-carboethoxymethyleneoxyphenyl)-porphyrin(TmioTCPP)was synthesized by the Lindsey cyclization reaction between 5-(4'-carboethoxymethy-leneoxyphenyl)dipyrromethane and 5-formyl-1,1,3,3-tetramethylisoindolin-2-yloxyl(FTMIO).Subsequently,TmioTCPP was covalently attached with Glypican-3 monoclonal antibody(GPC3-mAb)to produce a tumor-targeting diagnostic agent for electron paramagnetic resonance imaging(TmioTCPP-GPC3-mAb).This diagnostic agent was further characterized by Fourier transform infrared spectroscopy and mass spectrometry.The fluorescence,cyclic voltammetry and electron paramagnetic resonance properties of the diagnostic agent were also evaluated herein.The diagnostic agent possessed similar fluorescence as TmioTCPP,and similar electrochemical and redox properties as FTMIO.
作者
孙丽
沈艳春
彭宇霄
沈于尧
刘琪钰
周子琪
刘凡
鄢国平
SUN Li;SHEN Yanchun;PENG Yuxiao;SHEN Yuyao;LIU Qiyu;ZHOU Ziqi;LIU Fan;YAN Guoping(School of Materials Science and Engineering,School of Chemical Engineering and Pharmacy,Wuhan Institute of Technology,Wuhan 430205,China)
出处
《武汉工程大学学报》
CAS
2020年第1期60-65,共6页
Journal of Wuhan Institute of Technology
基金
国家重点研发计划重点专项(2016YFB1101302,2018YFB1105502)
武汉市“黄鹤英才计划”(创新人才)入选人才项目(武人才办[2017]1号)
湖北省新世纪高层次人才工程人选科研项目(鄂人社函[2017]344号)
武汉工程大学第十三期大学生校长基金(2018059)
湖北省省级大学生创新创业训练计划项目(201710490025)。
关键词
电子顺磁共振
肿瘤靶向
卟啉
异氮杂茚氧化氮自由基
磷脂酰肌醇蛋白聚糖3单克隆抗体
成像诊断剂
electron paramagnetic resonance
tumor-targeting
porphyrin
1'
3'
3'-tetramethy lisoindolin-2'-yloxyl-5'-yl
glypican-3 monoclonal antibody
image diagnostic agent
