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Current Analytical Chemistry


ISSN (Print): 1573-4110
ISSN (Online): 1875-6727

Research Article

Nitrogen and Sulfur Co-doped Fluorescent Carbon Dots for the Detection of Morin and Cell Imaging

Author(s): Xuebing Li, Haifen Yang, Ning Wang, Tijian Sun*, Wei Bian* and Martin M.F. Choi

Volume 15 , Issue 1 , 2019

Page: [47 - 55] Pages: 9

DOI: 10.2174/1573411014666180904104629

Price: $65


Background: Morin has many pharmacological functions including antioxidant, anticancer, anti-inflammatory, and antibacterial effects. It is commonly used in the treatment of antiviral infection, gastropathy, coronary heart disease and hepatitis B in clinic. However, researches have shown that morin is likely to show prooxidative effects on the cells when the amount of treatment is at high dose, leading to the decrease of intracellular ATP levels and the increase of necrosis process. Therefore, it is necessary to determine the concentration of morin in biologic samples.

Method: Novel water-soluble and green nitrogen and sulfur co-doped carbon dots (NSCDs) were prepared by a microwave heating process with citric acid and L-cysteine. The fluorescence spectra were collected at an excitation wavelength of 350 nm when solutions of NSCDs were mixed with various concentrations of morin.

Results: The as-prepared NSCDs were characterized by transmission electron microscopy, X-ray diffraction and X-ray photoelectron spectroscopy. The fluorescence intensity of NSCDs decreased significantly with the increase of morin concentration. The fluorescence intensity of NSCDs displayed a linear response to morin in the concentration 0.10-30 μM with a low detection limit of 56 nM. The proposed fluorescent probe was applied to analysis of morin in human body fluids with recoveries of 98.0-102%.

Conclusion: NSCDs were prepared by a microwave heating process. The present analytical method is sensitive to morin. The quenching process between NSCDs and morin is attributed to the static quenching. In addition, the cellular toxicity on HeLa cells indicated that the as-prepared NSCDs fluorescent probe does not show obvious cytotoxicity in cell imaging. Our proposed method possibly opens up a rapid and nontoxic way for preparing heteroatom doped carbon dots with a broad application prospect.

Keywords: Carbon dots, cell imaging, co-doped, detection, fluorescent probe, morin.

Graphical Abstract
Zhang, Y.; Wang, Y.; Guan, Y.; Feng, L. Uncovering the pKa dependent fluorescence quenching of carbon dots induced by chlorophenols. Nanoscale, 2015, 7(14), 6348-6355.
Bian, W.; Wang, Y. Li, Ping.;Yang, H. F., A fluorescence probe using the boron and nitrogen co-doped carbon dots for the detection of Hg2+ ion in environmental water samples. Curr. Anal. Chem., 2017, 13, 242-249.
Song, Z.; Quan, F.; Xu, Y.; Liu, M.; Cui, L.; Liu, J.; Multifunctional, N. S co-doped carbon quantum dots with pH and thermo-dependent switchable fluorescent properties and highly selective detection of glutathione. Carbon, 2016, 104, 169-178.
Zhi, L.P.; Xu, H.; Shang, H.L.; Abdulrahman, O.A.Y.; Abdulaziz, S.B.; Mohammad, S.E.S.; Roger, M. Fluorescent carbon dots and their sensing applications. Coord. Chem. Rev., 2017, 343, 256-277.
Xiang, C.S.; Yu, L. Fluorescent carbon dots and their sensing applications. Trac-Trend. Anal. Chem., 2017, 89, 163-180.
Bian, W.; Wang, X.; Wang, Y.K.; Yang, H.F.; Huang, J.L. Boron and nitrogen co-doped carbon dots as a sensitive fluorescent probe for the detection of curcumin. Luminescence, 2017, 33, 174-180.
Li, N.; Liu, S.; Fan, Y.; Ju, Y.; Xiao, N.; Luo, H.; Li, N. Adenosine-derived doped carbon dots: From an insight into effect of N/P co-doping on emission to highly sensitive picric acid sensing. Anal. Chim. Acta, 2018, 1013, 63-70.
Zhang, S.; Lin, B.; Yu, Y.; Cao, Y.; Guo, M.; Shui, L.A. ratiometric nanoprobe based on silver nanoclusters and carbon dots for the fluorescent detection of biothiols. Spectrochim. Acta A, 2018, 195, 230-235.
Wang, Z.; Yu, X.; Li, F.; Kong, F.; Lv, W.; Fan, D.; Wang, W. Preparation of boron-doped carbon dots for fluorometric determination of Pb(II), Cu(II) and pyrophosphate ions. Mikrochim. Acta, 2017, 10(7), 523-532.
Das, R.; Rajender, G.; Giri, P. Anomalous fluorescence enhancement and fluorescence quenching of graphene quantum dots by single walled carbon nanotubes. Talanta, 2018, 20(6), 4527-4453.
Geng, T.; Li, D.; Zhu, Z.; Zhang, W.; Ye, S.; Zhu, H.; Wang, Z. Fluorescent conjugated microporous polymer based on perylene tetraanhydride bisimide for sensing o-nitrophenol. Anal. Chim. Acta, 2018, 1011, 77-85.
Li, F.; Wei, Y.; Chen, Y.; Li, D.; Zhang, X. An Intelligent Optical Dissolved Oxygen Measurement Method Based on a Fluorescent Quenching Mechanism. Sensors, 2015, 15(12), 30913-30926.
Nouhi, A.; Haijoul, H.; Redon, R.; Gagna, J.; Mounier, S. Time-resolved laser fluorescence spectroscopy of organic ligands by europium: Fluorescence quenching and lifetime properties. Spectrochim. Acta A, 2018, 193, 219-225.
Ding, S.; Li, C.; Bao, N. Off-on phosphorescence assay of heparin via gold nanoclusters modulated with protamine. Biosens. Bioelectron., 2015, 64, 333-337.
Zhang, P.; Wang, Y.; Lian, J.; Shen, Q.; Wang, C.; Ma, B.; Zhang, Y.; Xu, T.; Li, J.; Shao, Y.; Xu, F.; Zhu, J. Engineering the Surface of Smart Nanocarriers Using a pH/Thermal/GSH-Responsive Polymer Zipper for Precise Tumor Targeting Therapy In Vivo. Adv. Mater., 2017, 29, 1-10.
Liu, Y.; Duan, W.; Song, W.; Liu, J.; Ren, C.; Wu, J.; Liu, D.; Chen, H.; Red Emission, B. N,S-co-Doped Carbon Dots for Colorimetric and Fluorescent Dual Mode Detection of Fe3+ Ions in Complex Biological Fluids and Living Cells. ACS. Appl. Mater. Inter., 2017, 9(14), 12663-12672.
Xu, S.; Liu, Y.; Yang, H.; Zhao, K.; Li, J.; Deng, A. Fluorescent nitrogen and sulfur co-doped carbon dots from casein and their applications for sensitive detection of Hg2+ and biothiols and cellular imaging. Anal. Chim. Acta, 2017, 964, 150-160.
Song, Y.; Zhu, C.; Song, J.; Li, H.; Du, D.; Lin, Y. Drug-Derived Bright and Color-Tunable N-Doped Carbon Dots for Cell Imaging and Sensitive Detection of Fe3+ in Living Cells. ACS Appl. Mater. Interfaces, 2017, 9(8), 7399-7405.
Lin, M.; Hus, C.; Lin, J.; Cheng, J.; Wu, M. Investigation of morin-induced insulin secretion in cultured pancreatic cells. Pharma. Physio., 2017, 5(50), 1254-1262.
Wang, F.; Huang, W.; Miao, X.; Tang, B. Characterization and analytical application of Morin-Bovine serum albumin system by spectroscopic approaches. Chem. Commun., 2012, 99, 373-378.
Wang, N.; Zhang, J.; Qin, M.; Yi, W.; Yu, S.; Chen, Y.; Guan, J.; Zhang, R. Amelioration of streptozotocin-induced pancreatic β cell damage by morin: Involvement of the AMPK-FOXO3-catalase signaling pathway. Int. J. Mol. Med., 2017, 41, 1409-1418.
Zhou, Y.; Cao, Z.; Wang, H.; Cheng, Y.; Yu, L.; Zhang, X.; Sun, Y.; Guo, X. The anti-inflammatory effects of morin hydrate in atherosclerosis is associated with autophagy induction through cAMP signaling. Analyst, 2017, 61(9), 1-10.
Yao, D.; Cui, H.; Zhou, S.; Guo, L. Morin inhibited lung cancer cells viability, growth, and migration by suppressing miR-135b and inducing its target CCNG2. Tumour Biol., 2017, 301(5637), 1-9.
Ponrasu, T.; Veerasubramanian, P.; Kannan, R.; Gopika, S.; Suguna, L.; Muthuvijayan, V. Morin incorporated polysaccharide-protein (psyllium-keratin) hydrogel scaffolds accelerate diabetic wound healing in Wistar rats. RSC Advances, 2018, 8(5), 2305-2314.
Singh, M.; Jakhar, R.; Kang, S. Morin hydrate attenuates the acrylamide-induced imbalance in antioxidant enzymes in a murine model. Int. J. Mol. Med., 2015, 36(4), 992-1000.
Zeng, L.; Wu, J.; Fung, B.; Tong, J.; Mickle, D.; Wu, T. Comparative protection against oxyradicals by three flavonoids on cultured endothelial cells. Biochem. Cell Biol., 1997, 75(6), 717-720.
Hu, J.; Guo, X.; Yang, L. , Morin inhibits proliferation and selfrenewal of CD133+ melanoma cells by upregulating miR-216a J. harmal. Sci, 2018. 1-7
Kongkiatpaiboon, S.; Tungsukruthai, P.; Sriyakool, K.; Pansuksan, K.; Tunsirikongkon, A.; Pandith, H. Determination of Morin in Maclura cochinchinensis Heartwood by HPLC. J. Chromatogr. Sci., 2017, 55(3), 346-350.
Masek, A.; Chrzescijanska, E.; Zaborski, M. Electrooxidation of morin hydrate at a Pt electrode studied by cyclic voltammetry. Food Chem., 2014, 148(48), 18-23.
Zhou, X.; Kwon, Y.; Kim, G.; Ryu, J.; Yoon, J. A ratiometric fluorescent probe based on a coumarin-hemicyanine scaffold for sensitive and selective detection of endogenous peroxynitrite. Biosens. Bioelectron., 2015, 64(1), 285-291.
Li, L.; Yu, B.; You, T. Nitrogen and sulfur co-doped carbon dots for highly selective and sensitive detection of Hg (II) ions. Biosens. Bioelectron., 2015, 74, 263-269.
Bera, K.; Das, A.; Nag, M.; Basak, S. Development of a rhodamineerhodanine based fluorescent mercury sensor and its use to monitor real-time uptake and distribution of inorganic mercury in live zebrafish larvae. Anal. Chem., 2014, 86(5), 2740-2746.
Aragay, G.; Pons, J.; Merkoci, A. Recent trends in macro-,micro-,and nanomaterial-based tools and strategies for heavy-metal detection. Chem. Rev., 2011, 111(5), 3433-3458.
Gawlik, M.; Krzyzanowska, W.; Gawlik, M.; Filip, A. Optimization of determination of reduced and oxidized glutathione in rat striatum by HPLC method with fluorescence detection and pre-column derivatization. Acta Chromatogr., 2014, 26(2), 335-345.
Liu, X.; Wang, Q.; Zhang, Y.; Zhang, L.; Su, Y.; Lv, Y. Colorimetric detection of glutathione in human blood serum based on the reduction of oxidized TMB. New J. Chem., 2013, 37(3), 2174-2178.
Zhao, L.; Zhao, L.; Miao, Y.; Zhang, C. Selective electrochemical determination of glutathione from the leakage of intracellular GSH contents in HeLa cells following doxorubicin-induced cell apoptosis. Electrochim. Acta, 2016, 206, 86-98.
Yola, M.; Gupta, V.; Eren, T.; Sen, A.; Atar, N. A novel electro analytical nanosensor based on graphene oxide/silver nanoparticles for simultaneous determination of quercetin and morin. Electrochim. Acta, 2014, 120(7), 204-211.
Chen, C.; Liu, W.; Xu, C.; Liu, W. A colorimetric and fluorescent probe for detecting intracellular biothiols. Biosens. Bioelectron., 2016, 85, 46-52.
Huang, H.; Lv, J.J.; Zhou, D.L.; Bao, N.; Xu, Y.; Wang, A.J.; Feng, J.J. One-pot green synthesis of nitrogen-doped carbon nanoparticles as fluorescent probes for mercury ions. RSC Advances, 2013, 3(44), 21691-21696.
Wang, L.; Wu, X. Guo.; Han, M.; Zhou, Y.; Sun, Y.; Huang, H.; Liu, Y.; Kang, Z., Mesoporous nitrogen, sulfur co-doped carbon dots/CoS hybrid as an efficient electrocatalyst for hydrogen evolution. J. Mater. Chem. A., 2017, 5(6), 2717-2723.
Zou, S.; Hou, C.; Fa, H.; Zhang, L.; Ma, Y.; Dong, L.; Li, D.; Huo, D.; Yang, M. An efficient fluorescent probe for fluazinam using N, S co-doped carbon dots from L-cysteine. Sens. Actuat. B., 2016, 239, 1033-1041.
Liu, Y.; Gong, X.; Gao, Y.; Song, S.; Wu, X.; Shuang, S.; Dong, C. Carbon-based dots co-doped with nitrogen and sulfur for Cr(VI) sensing and bioimaging. RSC Advances, 2016, 6(34), 28477-28483.
Wang, Y.; Kim, S.; Feng, L. Highly luminescent N, S-Co-doped carbon dots and their direct use as mercury(II) sensor. Anal. Chim. Acta, 2015, 890, 134-142.
Wang, W.; Lu, Y.; Huang, H.; Wang, A.; Chen, J.; Feng, J. Facile synthesis of N,S-codoped fluorescent carbon nanodots for fluorescent resonance energy transfer recognition of methotrexate with high sensitivity and selectivity. Biosens. Bioelectron., 2015, 64, 517-522.

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