A dual-locked near-infrared fluorescent probe based on ESIPT and FRET for improved discrimination between normal and cancer cells

被引:7
作者
Qiang, Jian [1 ]
Wang, Yanru [1 ]
Li, Yajing [1 ]
Guo, Ziwei [1 ]
Jiang, Long [1 ]
Wang, Fang [1 ]
Lu, Sheng [1 ]
Chen, Xiaoqiang [1 ]
机构
[1] Nanjing Tech Univ, Coll Chem Engn, State Key Lab Mat Oriented Chem Engn, Nanjing 211816, Peoples R China
来源
SENSORS AND ACTUATORS B-CHEMICAL | 2024年 / 405卷
基金
中国国家自然科学基金;
关键词
GSH; Esterase; Dual; -locked; FRET; ESIPT; Near; -infrared; 2-PHOTON PROBES; LIVE CELLS; PH; TUMOR; PEROXYNITRITE; GLUTATHIONE; ESTERASE; SENSOR;
D O I
10.1016/j.snb.2024.135344
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Precise imaging identification of tumor tissues from normal tissues is still challenging. In this study, a new duallocked near-infrared fluorescent probe BBQ650-SS-BTZHC-E was developed for the discrimination between cancer cells and normal cells. The probe consists of a hemicyanine fluorophore conjugated to an esterase substrate and a quencher connected via a disulfide bond. The esterase substrate blocks the excited state intramolecular proton transfer (ESIPT) process, while the quenching agent forms a Fo center dot rster resonance energy transfer (FRET) pair with the fluorophore. The fluorescence activation is dependent on the presence of both esterase and glutathione (GSH), resulting in the "ESIPT on" and "FRET off" states, which represent an "AND" logic. The characterizations showed that the kinetics of fluorescence activation are dependent on the concentrations of the two activators with a high specificity. Fluorescent imaging experiments using BBQ650-SS-BTZHC-E successfully distinguished cancer cells (HeLa, 4T1, RAW264.7) from normal cells (HFL1) with high contrast and specificity, and imaged 4T1 tumor on live mice. This study provides a simple platform for the development of dual-locked fluorescent probes for bio-imaging applications.
引用
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页数:13
相关论文
共 49 条
[1]   BODIPY-Based Fluorescent Probe for Dual-Channel Detection of Nitric Oxide and Glutathione: Visualization of Cross-Talk in Living Cells [J].
Chen, Xiao-Xiao ;
Niu, Li-Ya ;
Shao, Na ;
Yang, Qing-Zheng .
ANALYTICAL CHEMISTRY, 2019, 91 (07) :4301-4306
[2]   Recent progress in the development of fluorescent, luminescent and colorimetric probes for detection of reactive oxygen and nitrogen species [J].
Chen, Xiaoqiang ;
Wang, Fang ;
Hyun, Ji Young ;
Wei, Tingwen ;
Qiang, Jian ;
Ren, Xintong ;
Shin, Injae ;
Yoon, Juyoung .
CHEMICAL SOCIETY REVIEWS, 2016, 45 (10) :2976-3016
[3]   Biotin-Yellow a biotin guided NIR turn-on fluorescent probe for cancer targeted diagnosis [J].
Diamantis, Dimitrios A. ;
Agalou, Adamantia ;
Chatziathanasiadou, Maria, V ;
Markopoulos, Georgios S. ;
Bellou, Sofia ;
Kanaki, Zoi ;
Crook, Timothy ;
Syed, Nelofer ;
Rampias, Theodoros ;
Klinakis, Apostolos ;
Kolettas, Evangelos ;
Beis, Dimitris ;
Tzakos, Andreas G. .
SENSORS AND ACTUATORS B-CHEMICAL, 2021, 337
[4]   Determination of Tumor Margins with Surgical Specimen Mapping Using Near-Infrared Fluorescence [J].
Gao, Rebecca W. ;
Teraphongphom, Nutte T. ;
van den Berg, Nynke S. ;
Martin, Brock A. ;
Oberhelman, Nicholas J. ;
Divi, Vasu ;
Kaplan, Michael J. ;
Hong, Steven S. ;
Lu, Guolan ;
Ertsey, Robert ;
Tummers, Willemieke S. F. J. ;
Gomez, Adam J. ;
Holsinger, F. Christopher ;
Kong, Christina S. ;
Colevas, Alexander D. ;
Warram, Jason M. ;
Rosenthal, Eben L. .
CANCER RESEARCH, 2018, 78 (17) :5144-5154
[5]   The design of small-molecule prodrugs and activatable phototherapeutics for cancer therapy [J].
Han, Hai-Hao ;
Wang, Han-Min ;
Jangili, Paramesh ;
Li, Mingle ;
Wu, Luling ;
Zang, Yi ;
Sedgwick, Adam C. ;
Li, Jia ;
He, Xiao-Peng ;
James, Tony D. ;
Kim, Jong Seung .
CHEMICAL SOCIETY REVIEWS, 2023, 52 (03) :879-920
[6]   Small-molecule fluorescence-based probes for interrogating major organ diseases [J].
Han, Hai-Hao ;
Tian, He, Jr. ;
Zang, Yi ;
Sedgwick, Adam C. ;
Li, Jia ;
Sessler, Jonathan L. ;
He, Xiao-Peng ;
James, Tony D. .
CHEMICAL SOCIETY REVIEWS, 2021, 50 (17) :9391-9429
[7]   Two-Photon Probes for pH: Detection of Human Colon Cancer using Two-Photon Microscopy [J].
Hong, Seung Taek ;
Kim, Tae Hyeong ;
Choi, Ji-Woo ;
Park, Seong Jun ;
Kwon, Sung An ;
Paik, Kyu Cheol ;
Han, Man So ;
Kim, Eun Sun ;
Chun, Hoon Jai ;
Heo, Jung-Nyoung ;
Cho, Bong Rae .
ANALYTICAL CHEMISTRY, 2017, 89 (18) :9830-9835
[8]   An esterase-activated click and release approach to metal-free CO-prodrugs [J].
Ji, Xingyue ;
Ji, Kaili ;
Chittavong, Vayou ;
Yu, Bingchen ;
Pan, Zhixiang ;
Wang, Binghe .
CHEMICAL COMMUNICATIONS, 2017, 53 (59) :8296-8299
[9]   Recent progress in luminescent and colorimetric chemosensors for detection of thiols [J].
Jung, Hyo Sung ;
Chen, Xiaoqiang ;
Kim, Jong Seung ;
Yoon, Juyoung .
CHEMICAL SOCIETY REVIEWS, 2013, 42 (14) :6019-6031
[10]   Two-Photon Fluorescent Probes for Detecting Enzyme Activities in Live Tissues [J].
Juvekar, Vinayak ;
Lee, Hyo Won ;
Kim, Hwan Myung .
ACS APPLIED BIO MATERIALS, 2021, 4 (04) :2957-2973