Deformylation reaction-based probe for in vivo imaging of HOCl

被引:194
作者
Wei, Peng [1 ]
Yuan, Wei [1 ]
Xue, Fengfeng [1 ]
Zhou, Wei [1 ]
Li, Ruohan [1 ]
Zhang, Datong [2 ]
Yi, Tao [1 ]
机构
[1] Fudan Univ, Collaborat Innovat Ctr Chem Energy Mat, Dept Chem, 220 Handan Rd, Shanghai 200433, Peoples R China
[2] Qilu Univ Technol, Sch Chem & Pharmaceut Engn, Shandong Prov Key Lab Fine Chem, Jinan 250353, Shandong, Peoples R China
关键词
RATIOMETRIC FLUORESCENT-PROBE; HIGHLY SELECTIVE DETECTION; HYPOCHLOROUS ACID; METHYLENE-BLUE; LIVING CELLS; LIVE CELLS; HYDROGEN-PEROXIDE; CYANINE DYE; TURN-ON; OXIDATION;
D O I
10.1039/c7sc03784h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The detection of hypochlorous acid (HOCl) in vivo is vitally important because the local concentration of HOCl is highly correlated with some diseases such as atherosclerosis and rheumatoid arthritis. However, in vivo detection of HOCl remains a challenge due to the lack of a suitable probe. We report here a near-infrared (NIR) emissive "turn-on" probe (FDOCl-1) based on a methylene blue derivative, which can quickly detect HOCl via a newly found deformylation mechanism. FDOCl-1 displays remarkable selectivity and sensitivity towards HOCl. The dramatic changes in colour and NIR emission were used to detect HOCl in vitro and in vivo in a mouse arthritis model.
引用
收藏
页码:495 / 501
页数:7
相关论文
共 49 条
[1]   Nitroreductase-triggered activation of a novel caged fluorescent probe obtained from methylene blue [J].
Bae, Jungeun ;
McNamara, Louis E. ;
Nael, Manal A. ;
Mahdi, Fakhri ;
Doerksen, Robert J. ;
Bidwell, Gene L., III ;
Hammer, Nathan I. ;
Jo, Seongbong .
CHEMICAL COMMUNICATIONS, 2015, 51 (64) :12787-12790
[2]  
Bai X., 2017, ANGEW CHEM, V129, P13053, DOI DOI 10.1039/C2CS35408J
[3]  
Bratthauer GL, 2010, METHODS MOL BIOL, V588, P67, DOI 10.1007/978-1-59745-324-0_10
[4]   A ruthenium(II) complex-based lysosome-targetable multisignal chemosensor for in vivo detection of hypochlorous acid [J].
Cao, Liyan ;
Zhang, Run ;
Zhang, Wenzhu ;
Du, Zhongbo ;
Liu, Chunjun ;
Ye, Zhiqiang ;
Song, Bo ;
Yuan, Jingli .
BIOMATERIALS, 2015, 68 :21-31
[5]   A highly specific ferrocene-based fluorescent probe for hypochlorous acid and its application to cell imaging [J].
Chen, Suming ;
Lu, Jinxin ;
Sun, Chengdong ;
Ma, Huimin .
ANALYST, 2010, 135 (03) :577-582
[6]   Synthesis of a highly HOCl-selective fluorescent probe and its use for imaging HOCl in cells and organisms [J].
Chen, Xiaoqiang ;
Lee, Kyung-Ah ;
Ren, Xintong ;
Ryu, Jae-Chan ;
Kim, Gyungmi ;
Ryu, Ji-Hwan ;
Lee, Won-Jae ;
Yoon, Juyoung .
NATURE PROTOCOLS, 2016, 11 (07) :1219-1228
[7]   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
[8]   A specific and sensitive method for detection of hypochlorous acid for the imaging of microbe-induced HOCl production [J].
Chen, Xiaoqiang ;
Lee, Kyung-Ah ;
Ha, Eun-Mi ;
Lee, Kyung Mi ;
Seo, You Yeong ;
Choi, Han Kyoung ;
Kim, Ha Na ;
Kim, Min Jung ;
Cho, Chun-Seok ;
Lee, Soo Young ;
Lee, Won-Jae ;
Yoon, Juyoung .
CHEMICAL COMMUNICATIONS, 2011, 47 (15) :4373-4375
[9]   A near-infrared fluorescent probe for selective detection of HClO based on Se-sensitized aggregation of heptamethine cyanine dye [J].
Cheng, Guanghui ;
Fan, Jiangli ;
Sun, Wen ;
Cao, Jianfang ;
Hu, Chong ;
Peng, Xiaojun .
CHEMICAL COMMUNICATIONS, 2014, 50 (08) :1018-1020
[10]   A "turn-on" fluorescent probe for hypochlorous acid: convenient synthesis, good sensing performance, and a new design strategy by the removal of C=N isomerization [J].
Cheng, Xiaohong ;
Jia, Huizhen ;
Long, Teng ;
Feng, Jun ;
Qin, Jingui ;
Li, Zhen .
CHEMICAL COMMUNICATIONS, 2011, 47 (43) :11978-11980