Polyaspartamide Fluorescent Probe Containing Rhodamine B and Sulfadiazine Groups for Molecular Imaging and Diagnosis

doi:10.6023/cjoc201908003

Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (4): 938-943.DOI: 10.6023/cjoc201908003 Previous Articles Next Articles

含罗丹明B基团的聚天冬酰胺荧光成像探针研究

张淼^a, 刘凡^a, 柯希骏^a, 陈思^a, 鄢国平^a, 张桥^a, 梁淑彩^b, 王玉芳^a, 蒋灿^a

a 武汉工程大学材料科学与工程学院武汉 430205;
b 武汉大学药学院武汉 430072

收稿日期:2019-08-03 修回日期:2019-10-18 发布日期:2019-12-27
通讯作者: 刘凡, 鄢国平 E-mail:5245934@163.com;guopyan2006@163.com
基金资助:
国家重点研发计划专项（Nos.2016YFB1101302，2018YFB1105502）、武汉市"黄鹤英才计划"（创新人才）项目（No.武人才办[2017]1）、湖北省新世纪高层次人才工程人选科研项目（No.鄂人社函[2017]344）、咸宁市"南鄂英才"及创新创业项目（No.咸人组文[2019]11）、武汉工程大学科学基金（No.K201861）资助项目.

Polyaspartamide Fluorescent Probe Containing Rhodamine B and Sulfadiazine Groups for Molecular Imaging and Diagnosis

Zhang Miao^a, Liu Fan^a, Ke Xijun^a, Chen Si^a, Yan Guoping^a, Zhang Qiao^a, Liang Shucai^b, Wang Yufang^a, Jiang Can^a

a School of Materials Science and Engineering, Wuhan Institute of Technology, Wuhan 430205;
b School of Pharmaceutical Sciences, Wuhan University, Wuhan 430072

Received:2019-08-03 Revised:2019-10-18 Published:2019-12-27
Supported by:
Project supported by the National Key Research and Development Programm (Nos. 2016YFB1101302, 2018YFB1105502), the Wuhan Yellow Crane Talents Program (No.[2017]1), the Scientific Research Projects for High Level Talents in the New Century (No.[2017]344), the South Hubei Talents Project of Innovation and Entrepreneurship (No.[2019]11) and the Scientific Research Fund Project of Wuhan Institute of Technology (No. K201861).

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Abstract

Polysuccinimide (PSI) was synthesized by thermal condensation of L-aspartic acid as raw materials and phosphoric acid (85% by volume) as catalyst. The water-soluble polyaspartamide fluorescent probes (SD-PHEA-RhB) was further synthesized by ring-opening reaction between PSI with the amino groups of ethanolamine and rhodamine B (RhB) modified by ethylenediamine, and then nucleophilic substitution reaction of sulfadiazine (SD). SD-PHEA-RhB was characterized by ¹H NMR, IR, UV, gel permeation chromatograph (GPC), mass spectrometry and so on. Its molecular weight and distribution, particle size, fluorescence properties, in vitro cell cytotoxicity, cellular uptake and fluorescent imaging assays were also measured. Experimental data showed that the fluorescent probe possessed good water solubility and high sensitive to the acidic conditions. Moreover, these fluorescent probes had low in vitro cytotoxicities to HepG2 and HeLa cells, high specific uptake and good red fluorescent imaging in HeLa tumor cells.

Key words: fluorescent imaging, fluorescent probe, tumor-targeting, polyaspartamide, sulfadiazine, Rhodamine B

Cite this article

Zhang Miao, Liu Fan, Ke Xijun, Chen Si, Yan Guoping, Zhang Qiao, Liang Shucai, Wang Yufang, Jiang Can. Polyaspartamide Fluorescent Probe Containing Rhodamine B and Sulfadiazine Groups for Molecular Imaging and Diagnosis[J]. Chinese Journal of Organic Chemistry, 2020, 40(4): 938-943.

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含罗丹明B基团的聚天冬酰胺荧光成像探针研究

Polyaspartamide Fluorescent Probe Containing Rhodamine B and Sulfadiazine Groups for Molecular Imaging and Diagnosis

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