A Near-Infrared Fluorescence Probe for Thiols Based on Analyte-Specific Cleavage of Carbamate and Its Application in Bioimaging

被引：32

作者：

Zhang, Jianjian ^{[1
,2
]}

Yu, Bianfei ^{[1
,2
]}

Ning, Lulu ^{[1
,2
]}

Zhu, Xinyue ^{[1
,2
]}

Wang, Jianxi ^{[1
,2
]}

Chen, Zhenjie ^{[3
]}

Liu, Xiaoyan ^{[1
,2
]}

Yao, Xiaojun ^{[1
,2
]}

Zhang, Xiaoyu ^{[3
]}

Zhang, Haixia ^{[1
,2
]}

机构：

[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Key Lab Nonferrous Met Chem & Resources Utilizat, Lanzhou 730000, Peoples R China

[2] Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China

[3] Lanzhou Univ, Inst Physiol, Sch Basic Med Sci, Lanzhou 730000, Peoples R China

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 2015卷 / 08期

基金：

中国国家自然科学基金;

关键词：

Dyes; pigments; Imaging agents; Fluorescent probes; Cyanines; Thiols; RECENT PROGRESS; COLORIMETRIC CHEMOSENSORS; SELECTIVE DETECTION; OXIDATIVE STRESS; GLUTATHIONE; CYSTEINE; HOMOCYSTEINE; LUMINESCENT; SENSORS; DESIGN;

D O I：

10.1002/ejoc.201403398

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

With increasing interest in optical in vivo imaging, there is a corresponding increase in demand for near-infrared (NIR) dyes. Such probes can be used, for example, to detect intracellular GSH, which would be helpful for understanding the mechanisms of diseases. In this work, we report a cyanine-based fluorescent probe that undergoes biothiol-promoted specific O-S cleavage and subsequent self-immolation through intramolecular 1,6-elimination. In addition, we investigated the cell viability of the system and successfully applied the probe to living cells, in vivo, and in various tissues.

引用

页码：1711 / 1718

页数：8

共 50 条

[1] Development of ratiometric near-infrared fluorescent probes using analyte-specific cleavage of carbamate
Zhu, Dongjian
Li, Guoping
Xue, Lin
Jiang, Hua
ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (28) : 4577 - 4580
[2] Detecting Cysteine in Bioimaging with a Near-Infrared Probe Based on a Novel Fluorescence Quenching Mechanism
Tao, Yuanfang
Ji, Xin
Zhang, Jian
Jin, Yue
Wang, Nannan
Si, Yubing
Zhao, Weili
CHEMBIOCHEM, 2020, 21 (21) : 3131 - 3136
[3] A novel near-infrared fluorescent probe for cysteine and application in bioimaging
Gu, Xin
Chen, Jiajia
Yang, Xindi
Zhou, Wei
Yang, Li
ZEITSCHRIFT FUR PHYSIKALISCHE CHEMIE-INTERNATIONAL JOURNAL OF RESEARCH IN PHYSICAL CHEMISTRY & CHEMICAL PHYSICS, 2023, 237 (12): : 1941 - 1953
[4] A simple but effective near-infrared ratiometric fluorescent probe for hydrazine and its application in bioimaging
Dai, Xi
Wang, Zhao-Yang
Du, Zhi-Fang
Miao, Jun-Ying
Zhao, Bao-Xiang
SENSORS AND ACTUATORS B-CHEMICAL, 2016, 232 : 369 - 374
[5] Synthesis and Bioimaging Application of Near-infrared II Fluorescence Nanoprobes
Peng, Jin-wen
Du, Xiao-long
Chen, Yan
Sun, Peng-fei
Deng, Wei-xing
Fan, Qu-li
ACTA POLYMERICA SINICA, 2020, 51 (11): : 1275 - 1284
[6] Bioimaging and Sensing Thiols In Vivo and in Tumor Tissues Based on a Near-Infrared Fluorescent Probe with Large Stokes Shift
Ma, Chunhui
Yan, Dongling
Hou, Peng
Liu, Xiangbao
Wang, Hao
Xia, Chunhui
Li, Gang
Chen, Song
MOLECULES, 2023, 28 (15):
[7] Hydrazine exposure: A near-infrared ICT-based fluorescent probe and its application in bioimaging and sewage analysis
Zhu, Meiqing
Zhao, Zongyuan
Huang, Yan
Fan, Fugang
Wang, Fu
Li, Weilun
Wu, Xiangwei
Hua, Rimao
Wang, Yi
SCIENCE OF THE TOTAL ENVIRONMENT, 2021, 759
[8] Naked-Eye and Near-Infrared Fluorescence Probe for Hydrazine and Its Applications in In Vitro and In Vivo Bioimaging
Zhang, Jianjian
Ning, Lulu
Liu, Jiting
Wang, Jianxi
Yu, Bianfei
Liu, Xiaoyan
Yao, Xiaojun
Zhang, Ziping
Zhang, Haixia
ANALYTICAL CHEMISTRY, 2015, 87 (17) : 9101 - 9107
[9] A seminaphthorhodafluor-based near-infrared fluorescent probe for hydrazine and its bioimaging in living systems
Jia, Xu
Li, Xueyan
Geng, Xiaowei
Nie, Chenxi
Zhang, Pingzhu
Wei, Chao
Li, Xiaoliu
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2019, 223
[10] Application of a Near-Infrared Fluorescence Probe Based on Perylene Bisimide in the Detection of Heparin
Li, Yueji
Zhang, Yuteng
Liu, Xue
Dong, Bin
Xu, Pan
Song, Bo
LANGMUIR, 2024, : 26626 - 26632

← 1 2 3 4 5 →