Selective probes targeting c-MYC Pu22 G-quadruplex and their application in live mice imaging

被引:7
作者
Yu, Zhuo [1 ,2 ]
Huang, Wenbo [1 ]
Shi, Liqiao [1 ]
Ke, Shaoyong [1 ]
Xu, Shengzhen [2 ]
机构
[1] Hubei Acad Agr Sci, Natl Biopesticide Engn Res Ctr, Hubei Biopesticide Engn Res Ctr, Wuhan 430064, Peoples R China
[2] Huazhong Agr Univ, Coll Sci, Wuhan 430070, Peoples R China
关键词
Benthiazole; Conjugated system; Chemosensor; G-quadruplex DNA; In vivo imaging; HYBRID G-QUADRUPLEX; FLUORESCENT-PROBE; THIOFLAVIN-T; SMALL-MOLECULE; RECOGNITION; DNA; BINDING; PROMOTER; FLUOROPHORE; THIAZOLE;
D O I
10.1016/j.cclet.2021.09.087
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Several probes containing benzothiazole-guided conjugated systems (BGCS) were designed and synthesized, and two molecules (BGCS5 and BGCS6) of which were discovered as selective probes targeting c-MYC Pu22 G-quadruplex DNA. The fluorescence intensity of BGCS5 and BGCS6 in the presence of c-MYC Pu22 far exceeds that of the typical G4 probe TO1. Especially, the fluorescence of BGCS6 increased almost 193-fold in the presence of c-MYC Pu22 G4 compared to that alone in aqueous buffer condition with almost no fluorescence and 10-30 folds than those in the presence of other DNAs, which will be useful tools for disease detection in mammals. (C) 2021 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.
引用
收藏
页码:1627 / 1631
页数:5
相关论文
共 51 条
[21]   Heterocycle-functional gramine analogues: Solvent- and catalyst-free synthesis and their inhibition activities against cell proliferation [J].
Ke, Shaoyong ;
Shi, Liqiao ;
Cao, Xiufang ;
Yang, Qingyu ;
Liang, Ying ;
Yang, Ziwen .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2012, 54 :248-254
[22]   A novel "donor-two-acceptor" type fluorophore-based probe for fast detection and intracellular imaging of nitroreductase [J].
Li, Dandan ;
Xu, Yuqiong ;
Zhou, Nannan ;
Liu, Jianxu ;
Wang, Rui ;
Cheng, Tao ;
Tang, Yun ;
Zhu, Weiping ;
Xu, Yufang ;
Qian, Xuhong .
DYES AND PIGMENTS, 2017, 136 :627-632
[23]   Fluorescence-resonance energy transfer (FRET) within the fluorescent metallacycles [J].
Ling, Qinghui ;
Cheng, Tanyu ;
Tan, Shaoying ;
Huang, Junhai ;
Xu, Lin .
CHINESE CHEMICAL LETTERS, 2020, 31 (11) :2884-2890
[24]   Synthesis and Biological Evaluation of Novel Benzothiazole Derivatives as Potential Anticonvulsant Agents [J].
Liu, Da-Chuan ;
Zhang, Hong-Jian ;
Jin, Chun-Mei ;
Quan, Zhe-Shan .
MOLECULES, 2016, 21 (03)
[25]   Molecular Rotor-Based Fluorescent Probe for Selective Recognition of Hybrid G-Quadruplex and as a K+ Sensor [J].
Liu, Lingling ;
Shao, Yong ;
Peng, Jian ;
Huang, Chaobiao ;
Liu, Hua ;
Zhang, Lihua .
ANALYTICAL CHEMISTRY, 2014, 86 (03) :1622-1631
[26]   New pyridinium-based fluorescent dyes: A comparison of symmetry and side-group effects on G-Quadruplex DNA binding selectivity and application in live cell imaging [J].
Lu, Yu-Jing ;
Hu, Dong-Ping ;
Zhang, Kun ;
Wong, Wing-Leung ;
Chow, Cheuk-Fai .
BIOSENSORS & BIOELECTRONICS, 2016, 81 :373-381
[27]   Recent progresses on the development of thioxo-naphthalimides [J].
Luo, Xiao ;
Yang, Youjun ;
Qian, Xuhong .
CHINESE CHEMICAL LETTERS, 2020, 31 (11) :2877-2883
[28]  
Ming J., 2018, ACS APPL MATER INTER, V10, P25166
[29]   Thioflavin T as an Efficient Inducer and Selective Fluorescent Sensor for the Human Telomeric G-Quadruplex DNA [J].
Mohanty, Jyotirmayee ;
Barooah, Nilotpal ;
Dhamodharan, V. ;
Harikrishna, S. ;
Pradeepkumar, P. I. ;
Bhasikuttan, Achikanath C. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (01) :367-376
[30]   Benzothiazole-Based Neutral Ratiometric Fluorescence Sensor for Amyloid Fibrils [J].
Mora, Aruna K. ;
Murudkar, Sushant ;
Alamelu, A. ;
Singh, Prabhat K. ;
Chattopadhyay, Subrata ;
Nath, Sukhendu .
CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (46) :16505-16512