Novel Bis-pyrazoline Fluorescent Probe for Cu2+ and Fe3+ Detection and Application in Cell Imaging

被引:9
作者
Yang, Yun-Shang [1 ,2 ]
Wang, Fu-Nian [1 ,2 ]
Zhang, Ying-Peng [1 ,2 ]
Yang, Feng [1 ,2 ]
Xue, Ji-Jun [3 ,4 ]
机构
[1] Lanzhou Univ Technol, Sch Petrochem Engn, Lanzhou 730050, Peoples R China
[2] Lanzhou Univ Technol, Key Lab Low Carbon Energy & Chem Engn Gansu, Lanzhou 730050, Peoples R China
[3] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
[4] Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Peoples R China
关键词
Pyrazoline; Fluorescent probe; Copper ions; Iron ion sensor; RECENT PROGRESS; PHOTOPHYSICAL PROPERTIES; CHEMOSENSOR; ZN2+; COPPER; IONS; ACID; DERIVATIVES; SENSOR;
D O I
10.1007/s10895-023-03213-3
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
A fluorescent probe Y((1,1'-([1,1'-biphenyl]-4,4'-diylbis(3-(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazole-5,1-diyl)) bis(ethan-1-one))) was designed and synthesized, which could be used to Cu2+ and Fe3+ sensors. Through the study of optical properties, the probe Y shows good selectivity and sensitivity to Cu2+ and Fe3+ in aqueous tetrahydrofuran solution [10.0 mM HEPES, pH 7.4, THF-H2O = 9:1(v/v)] with has excellent anti-interference performance, and its detection limits were 0.931 uM for Cu2+ and 0.401uM for Fe3+. The coordination mechanism of probe Y with Cu2+ and Fe3+ was speculated and verified at DFT level and HRNM. By Hela cytotoxicity and imaging tests, probe Y not only has good biocompatibility, but also can be used for sensing Cu2+ in cells.
引用
收藏
页码:159 / 167
页数:9
相关论文
共 42 条
[1]   Solvent and substituent effect on the photophysical properties of pyrazoline derivatives: A spectroscopic study [J].
Bozkurt, Ebru ;
Gul, Halise Inci ;
Mete, Ebru .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2018, 352 :35-42
[2]   A novel pyrazoline-based fluorometric "turn-off" sensing for Hg2+ [J].
Bozkurt, Ebru ;
Gul, Halise Inci .
SENSORS AND ACTUATORS B-CHEMICAL, 2018, 255 :814-825
[3]   Brain iron uptake and homeostatic mechanisms: An overview [J].
Burdo, JR ;
Connor, JR .
BIOMETALS, 2003, 16 (01) :63-75
[4]   Copper Ion Fluorescent Probe Based on Zr-MOFs Composite Material [J].
Chen, Jing ;
Chen, Haiyong ;
Wang, Tiansheng ;
Li, Jinfang ;
Wang, Jing ;
Lu, Xiaoquan .
ANALYTICAL CHEMISTRY, 2019, 91 (07) :4331-4336
[5]   Novel fluorescent chemosensors based on carbazole for Cu2+ and Fe3+ in aqueous media [J].
Cheng, Peng-fei ;
Xu, Kuo-xi ;
Yao, Wenyong ;
Xie, En ;
Liu, Jie .
JOURNAL OF LUMINESCENCE, 2013, 143 :583-586
[6]   Synthetic fluorescent probes for studying copper in biological systems [J].
Cotruvo, Joseph A., Jr. ;
Aron, Allegra T. ;
Ramos-Torres, Karla M. ;
Chang, Christopher J. .
CHEMICAL SOCIETY REVIEWS, 2015, 44 (13) :4400-4414
[7]   New thiazolyl-pyrazoline derivatives bearing nitrogen mustard as potential antimicrobial and antiprotozoal agents [J].
Cuartas, Viviana ;
Robledo, Sara M. ;
Velez, Ivan D. ;
del Pilar Crespo, Maria ;
Sortino, Maximiliano ;
Zacchino, Susana ;
Nogueras, Manuel ;
Cobo, Justo ;
Upegui, Yulieth ;
Pineda, Tatiana ;
Yepes, Lina ;
Insuasty, Braulio .
ARCHIV DER PHARMAZIE, 2020, 353 (05)
[8]   Lysosome targeting carbon dots-based fluorescent probe for monitoring pH changes in vitro and in vivo [J].
Gao, Pengli ;
Wang, Jingwen ;
Zheng, Min ;
Xie, Zhigang .
CHEMICAL ENGINEERING JOURNAL, 2020, 381
[9]   New pyrazolo-quinoline scaffold as a reversible colorimetric fluorescent probe for selective detection of Zn2+ ions and its imaging in live cells [J].
Gayathri, Kasirajan ;
Velmurugan, Krishnaswamy ;
Nandhakumar, Raju ;
Malathi, Mahalingam ;
Mathusalini, Sadasivam ;
Mohan, Palathurai Subramaniam ;
Shankar, Ramasamy .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2017, 341 :136-145
[10]   Novel pyrazoline-based selective fluorescent sensor for Zn2+ in aqueous media [J].
Gong, Zhong-Liang ;
Ge, Fei ;
Zhao, Bao-Xiang .
SENSORS AND ACTUATORS B-CHEMICAL, 2011, 159 (01) :148-153