Design and application of lysosome-targeted fluorescent probes based on BODIPY molecular structure for the detection of Cys

Design and application of lysosome-targeted fluorescent probes based on BODIPY molecular structure for the detection of Cys

论文摘要

Biothiols such as cysteine(Cys),bomocysteine(Hcy) and glutathione(GSH) play vital roles in a wide range of physiological and pathological processes arising from their biological redox chemistry.1 In addition,biothiols are closely associated with proteolysis in the lysosome w-hich reduces disulphide bonds.2 Therefore,selective determination of biothiols is of great importance for various investigations in biochemistry.In this work,we continue to investigate the impact of delicate modulations on the sensing ability.Therefore,we designed and developed 1,7-dimethyl,3,5-diaryl substituted BODIPY and its conformationally restricted species with meso-arylmercapto moiety(DM-BDP-SAr and DM-BDP-R-SAr) as selective fluorescent probes for Cys.Moreover,the lysosome-target probes(Lyso-S and Lyso-D) based on DM-BDP-SAr carrying one or two morpholinoethoxy moieties were developed(Fig.1).They were able to detect Cys selectively in vitro with low detection limits.Both Lyso-S and Lyso-D localized nicely in lysosomes in living HeLa cells and exhibited red fluorescence for Cys.Moreover,a novel fluorescence quenching mechanism was proposed from the calculations by density functional theory(DFT).The probes may go through intersystem crossing(from singlet excited state to triplet excited state) to result in fluorescence quenchin.

论文目录

文章来源

类型: 国内会议

作者: 陶远芳,Jinhua Gao,Jian Zhang,Xin Ji,Yubing Si,Weili Zhao

来源: 中国化学会·第十六届全国有机合成化学学术研讨会 2019-08-08

年度: 2019

分类: 基础科学,工程科技Ⅰ辑

专业: 生物学,化学

单位: 黄河科技学院,Key Laboratory for Special Functional Materials of Ministry of Education,School of Materials Science and Engineering,Henan University,School of Pharmacy,Institutes of Integrative Medicine,Fudan University,Henan Key Laboratory of Nanocompositcs and Applications,Institute of Nanostructured Functional Materials,Huanghe Science and Technology College

分类号: O657.3;Q503

DOI: 10.26914/c.cnkihy.2019.079319

页码: 204

总页数: 1

文件大小: 205k

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Design and application of lysosome-targeted fluorescent probes based on BODIPY molecular structure for the detection of Cys
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