A novel red emission fluorescent probe for monitoring carbon monoxide in living cells and zebrafish

被引:11
作者
Chen, Jie [1 ]
Gan, Yabing [1 ]
Hong, Sai [1 ]
Yin, Guoxing [1 ]
Zhou, Li [2 ,3 ]
Wang, Changze [4 ]
Fu, Yuchuan [2 ,3 ]
Li, Haitao [1 ]
Yin, Peng [1 ]
机构
[1] Hunan Normal Univ, Coll Chem & Chem Engn, Key Lab Chem Biol & Tradit Chinese Med Res, Minist Educ, Changsha 410081, Peoples R China
[2] Sichuan Univ, West China Hosp, State Key Lab Biotherapy, Dept Radiat Oncol, Chengdu 610041, Peoples R China
[3] Sichuan Univ, West China Hosp, Canc Ctr, Chengdu 610041, Peoples R China
[4] Shangyu NHU BIOchem CO LTD, Shangyu, Peoples R China
基金
中国国家自然科学基金;
关键词
CO; HEME;
D O I
10.1039/d1ay00704a
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Carbon monoxide (CO), a gaseous signal molecule, plays a crucial role in biological systems. With the aim of unraveling its biological functions, a novel fluorescent probe for sensing CO was rationally designed and synthesized based on a coumarin derivative fluorophore merging tetrahydroquinoxaline unit and five-membered pyrrolidine. This fluorescent probe demonstrated a large Stokes shift (Delta lambda = 132 nm), high quantum yield, red emission, high sensitivity and selectivity for CO with remarkable fluorescence turn-on. And the detection limit for CORM-3 is as low as 31.2 nM with the linear range of 0-30 mu M. More importantly, this novel probe has been successfully applied to the fluorescence imaging of CO in HepG2 cells and zebrafish, providing a useful approach for the further understanding of the physiological and pathological roles of CO in living systems.
引用
收藏
页码:2871 / 2877
页数:7
相关论文
共 54 条
[1]   Bench-to-bedside review: Carbon monoxide - from mitochondrial poisoning to therapeutic use [J].
Bauer, Inge ;
Pannen, Benedikt H. J. .
CRITICAL CARE, 2009, 13 (04)
[2]   Stereospecific and Reversible CO Binding at Iron Pincer Complexes [J].
Benito-Garagorri, David ;
Puchberger, Michael ;
Mereiter, Kurt ;
Kirchner, Karl .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (47) :9142-9145
[3]   Cardioprotective actions by a water-soluble carbon monoxide-releasing molecule [J].
Clark, JE ;
Naughton, P ;
Shurey, S ;
Green, CJ ;
Johnson, TR ;
Mann, BE ;
Foresti, R ;
Motterlini, R .
CIRCULATION RESEARCH, 2003, 93 (02) :E2-E8
[4]   The measurement of endogenous carbon monoxide production [J].
Coburn, Ronald F. .
JOURNAL OF APPLIED PHYSIOLOGY, 2012, 112 (11) :1949-1955
[5]   Ex Vivo Tracking of Endogenous CO with a Ruthenium(II) Complex [J].
de la Torre, Cristina ;
Toscani, Anita ;
Marin-Hernandez, Cristina ;
Robson, Jonathan A. ;
Carmen Terencio, Maria ;
White, Andrew J. P. ;
Alcaraz, Maria Jose ;
Wilton-Ely, James D. E. T. ;
Martinez-Manez, Ramon ;
Sancenon, Felix .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (51) :18484-18487
[6]   A nano-cocktail of an NIR-II emissive fluorophore and organoplatinum(ii) metallacycle for efficient cancer imaging and therapy [J].
Ding, Feng ;
Chen, Zhao ;
Kim, Won Young ;
Sharma, Amit ;
Li, Chonglu ;
Ouyang, Qingying ;
Zhu, Hua ;
Yang, Guangfu ;
Sun, Yao ;
Kim, Jong Seung .
CHEMICAL SCIENCE, 2019, 10 (29) :7023-7028
[7]  
Douglas CG, 1912, J PHYSIOL-LONDON, V44, P275
[8]   Sensitive and Selective Chromogenic Sensing of Carbon Monoxide by Using Binuclear Rhodium Complexes [J].
Esteban, Julio ;
Vicente Ros-Lis, Jose ;
Martinez-Manez, Ramon ;
Dolores Marcos, M. ;
Moragues, Maria ;
Soto, Juan ;
Sancenon, Felix .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (29) :4934-4937
[9]   A fluorescent probe for carbon monoxide based on allyl ether rather than allyl ester: A practical strategy to avoid the interference of esterase in cell imaging [J].
Fang, Wen-Le ;
Tang, Ying-Jie ;
Guo, Xiao-Feng ;
Wang, Hong .
TALANTA, 2019, 205
[10]   Ratiometric fluorescent probe for sensing Streptococcus mutans glucosyltransferase, a key factor in the formation of dental caries [J].
Feng, Lei ;
Yan, Qingsong ;
Zhang, Baojing ;
Tian, Xiangge ;
Wang, Chao ;
Yu, Zhenlong ;
Cui, Jingnan ;
Guo, Dean ;
Ma, Xiaochi ;
James, Tony D. .
CHEMICAL COMMUNICATIONS, 2019, 55 (24) :3548-3551