A novel colorimetric NIR fluorescent probe for turn-on detection and imaging of hydrogen sulfide

被引:7
作者
Lu, Guifen [1 ]
Duan, Luyao [1 ]
Hu, Qikang [1 ]
Meng, Suci [1 ,2 ]
Cai, Peiyang [3 ]
Chen, Yuting [4 ]
Wang, Xiaochun [3 ]
Dong, Ting [1 ]
机构
[1] Jiangsu Univ, Sch Chem & Chem Engn, Zhenjiang 212013, Peoples R China
[2] Nanjing Univ, Inst Theoret & Computat Chem, Sch Chem & Chem Engn, Key Lab Mesoscop Chem MOE, Nanjing 210093, Peoples R China
[3] Jiangsu Univ, Sch Med, Zhenjiang 212013, Peoples R China
[4] Dezhou Univ, Dept Chem, Dezhou 253023, Peoples R China
关键词
Corrole; 4-dinitrobenzenesulfonyl chloride; Near; -infrared; Thiolysis reaction; H2S; LIVING CELLS; FOOD; H2S;
D O I
10.1016/j.jphotochem.2023.115309
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A near-infrared emission fluorescent turn-on probe FC-DNBS for H2S detection was synthesized based on assembling hydroxyphenyl substituted corrole derivative with 2,4-dinitrobenzenesulfonyl moiety. FC-DNBS could recognize H2S through thiolysis reaction triggered by HS- to liberate 5,15-di(4-fluorophenyl)-10-(4-hydroxylphenyl)-corrole (FC-OH), which produced a strong red fluorescent signal (652 nm). The sensing mechanism was checked by 1H NMR, MS and the DFT calculations. FC-DNBS displayed ultra-fast response (18 s), high selectivity and sensitivity (LOD: 48 nM), large Stokes shift (228 nm), and "naked eye" visualization for tracing H2S. Thanks to these unique features, FC-DNBS has been successfully applied for NIR fluorescence for detection and imaging of H2S in natural waters, red wines, living cells and zebrafish, demonstrating its value of practical applications in food samples and biological systems.
引用
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页数:8
相关论文
共 62 条
[1]   A 6,11,16-Triarylbiphenylcorrole with an adj-CCNN Core: Stabilization of an Organocopper(III) Complex [J].
Adinarayana, B. ;
Thomas, Ajesh P. ;
Suresh, Cherumuttathu H. ;
Srinivasan, A. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (36) :10478-10482
[2]   Anti-inflammatory effects of H2S during acute bacterial infection: a review [J].
Benedetti, Francesca ;
Curreli, Sabrina ;
Krishnan, Selvi ;
Davinelli, Sergio ;
Cocchi, Fiorenza ;
Scapagnini, Giovanni ;
Gallo, Robert C. ;
Zella, Davide .
JOURNAL OF TRANSLATIONAL MEDICINE, 2017, 15
[3]   "Off-on-off" type of selectively pH-sensing 8-hydroxyquinoline-substituted gallium(iii) corrole [J].
Cai, Fangjian ;
Xia, Fei ;
Guo, Yingxin ;
Zhu, Weihua ;
Fu, Bo ;
Liang, Xu ;
Wang, Shifa ;
Cai, Zhengchun ;
Xu, Haijun .
NEW JOURNAL OF CHEMISTRY, 2019, 43 (46) :18012-18017
[4]  
Frisch M.J., 2009, Gaussian 09, V09
[5]   A novel near-infrared fluorescence probe for hydrogen sulfide detection and application in cell and mice imaging [J].
Gu, Xin ;
Yun, Luyao ;
Chen, Kaiqiang ;
He, Shu ;
Cheng, Pengfei ;
Xu, Kuoxi .
JOURNAL OF MOLECULAR STRUCTURE, 2023, 1286
[6]   Near-Infrared Fluorescent Probe for H2S Detection: Will pH Affect the Intracellular Sensing? [J].
Guan, Xiaowen ;
Lu, Hua ;
Ge, Xiyang ;
Yin, Yiyan ;
Ouyang, Jin ;
Na, Na .
ACS SENSORS, 2022, 7 (08) :2483-2491
[7]   Spectroscopic investigation of the reaction of metallo-protoporphyrins with hydrogen sulfide [J].
Hartle, Matthew D. ;
Tillotson, McKinna R. ;
Prell, James S. ;
Pluth, Michael D. .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2017, 173 :152-157
[8]   Chemically Reversible Reactions of Hydrogen Sulfide with Metal Phthalocyanines [J].
Hartle, Matthew D. ;
Sommer, Samantha K. ;
Dietrich, Stephen R. ;
Pluth, Michael D. .
INORGANIC CHEMISTRY, 2014, 53 (15) :7800-7802
[9]   A highly selective and sensitive fluorescent probe based on the chromone fluorophore for imaging hydrogen sulfide in living cells [J].
Hou, Fei ;
Zhu, Li ;
Zhang, Hongyi ;
Qiao, Zhen ;
Wei, Ningning ;
Zhang, Yanru .
NEW JOURNAL OF CHEMISTRY, 2020, 44 (04) :1537-1541
[10]   Atmospheric H2S triggers immune damage by activating the TLR-7/MyD88/NF-κB pathway and NLRP3 inflammasome in broiler thymus [J].
Hu, Xueyuan ;
Chi, Qianru ;
Liu, Qingqing ;
Wang, Dongxu ;
Zhang, Yiming ;
Li, Shu .
CHEMOSPHERE, 2019, 237