A naphthalimide-based fluorescent probe with mitochondria targeting for GSH sensing and cancer cell recognition

被引:28
作者
Cheng, Geng-Jin-Sheng [1 ,2 ]
Qin, Jia-Mei [1 ]
Li, Xue [1 ]
Cao, Qian-Yong [1 ]
机构
[1] Nanchang Univ, Coll Chem & Chem Engn, Nanchang 330031, Peoples R China
[2] Gannan Med Univ, Sch Pharmaceut Sci, Ganzhou 341000, Peoples R China
关键词
Naphthalimide; Ferrocene; Fluorescence; Mitochondria; -targeted; GSH sensing; Cancer cell recognition; GLUTATHIONE; PRODRUG; SIDE; CYS;
D O I
10.1016/j.dyepig.2023.111089
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
GSH is an important biological thiol which involves many biological processes, and also an biomarker for cancer. So it's urgent to develop fluorescent probes with excellent sensitivity and high selectivity for GSH detection. Herein, we develop a new GSH-responsive fluorescent probe TPP-Naph-SS-Fc based on PET (photoinduced electron transfer) mechanism. TPP-Naph-SS-Fc contains naphthalimide fluorephore, the ferrocene quencher, the disulfide cleavage bond and the triphenylphosphine mitochondrial localizer. It shows a fluorescence turn-on response toward GSH for cleavage the disulfide bond, which result in the blocking of PET process. Especially, this probe can localize in mitochondria and make real-time imaging of GSH, also demonstrate the ability to distinguish between cancerous and normal cells.
引用
收藏
页数:7
相关论文
共 50 条
[21]   Dual Photoluminescence Emission Carbon Dots for Ratiometric Fluorescent GSH Sensing and Cancer Cell Recognition [J].
Li, Lin ;
Shi, Lihong ;
Jia, Jing ;
Eltayeb, Omer ;
Lu, Wenjing ;
Tang, Youhong ;
Dong, Chuan ;
Shuang, Shaomin .
ACS APPLIED MATERIALS & INTERFACES, 2020, 12 (16) :18250-18257
[22]   Dual-site fluorescent probe for highly selective and sensitive detection of sulfite and biothiols [J].
Li, Mengyang ;
Cui, Pengcheng ;
Li, Kun ;
Feng, Jiahui ;
Zou, Mingming ;
Yu, Xiaoqi .
CHINESE CHEMICAL LETTERS, 2018, 29 (06) :992-994
[23]   A GSH-responsive PET-based fluorescent probe for cancer cells imaging [J].
Li, Xue ;
Wang, Huaying ;
Zhang, Youhui ;
Cao, Qianyong ;
Chen, Yong .
CHINESE CHEMICAL LETTERS, 2021, 32 (04) :1541-1544
[24]   Simultaneous Fluorescence Sensing of Cys and GSH from Different Emission Channels [J].
Liu, Jing ;
Sun, Yuan-Qiang ;
Huo, Yingying ;
Zhang, Hongxing ;
Wang, Linfang ;
Zhang, Pei ;
Song, Dan ;
Shi, Yawei ;
Guo, Wei .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (02) :574-577
[25]   Host-guest type multiple site fluorescent probe for GSH detection in living organisms [J].
Liu, Tao ;
Yue, Yongkang ;
Zhai, Yunze ;
Guo, Zilong ;
Zhao, Wenjing ;
Yang, Xufeng ;
Chen, Dongdong ;
Yin, Caixia .
CHEMICAL COMMUNICATIONS, 2021, 57 (100) :13764-13767
[26]   A TICS-fluorophore based probe for dual-color GSH imaging [J].
Liu, Wenjuan ;
Chen, Jie ;
Qiao, Qinglong ;
Liu, Xiaogang ;
Xu, Zhaochao .
CHINESE CHEMICAL LETTERS, 2022, 33 (11) :4943-4947
[27]   Fluorescent probe strategy for live cell distinction [J].
Liu, Xiao ;
Chang, Young-Tae .
CHEMICAL SOCIETY REVIEWS, 2022, 51 (05) :1573-1591
[28]   Design strategies of fluorescent probes for selective detection among biothiols [J].
Niu, Li-Ya ;
Chen, Yu-Zhe ;
Zheng, Hai-Rong ;
Wu, Li-Zhu ;
Tung, Chen-Ho ;
Yang, Qing-Zheng .
CHEMICAL SOCIETY REVIEWS, 2015, 44 (17) :6143-6160
[29]   Recent advances in small-molecule fluorescent probes for studying ferroptosis [J].
Qi, Ya-Lin ;
Wang, Hai-Rong ;
Chen, Li-Li ;
Duan, Yong-Tao ;
Yang, Sheng-Yu ;
Zhu, Hai-Liang .
CHEMICAL SOCIETY REVIEWS, 2022, 51 (18) :7752-7778
[30]   Activity-Based Sensing and Theranostic Probes Based on Photoinduced Electron Transfer [J].
Sun, Wen ;
Li, Miao ;
Fan, Jiangli ;
Pengg, Xiaojun .
ACCOUNTS OF CHEMICAL RESEARCH, 2019, 52 (10) :2818-2831