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Microchimica Acta

, 186:527 | Cite as

Fluorometric atrazine assay based on the use of nitrogen-doped graphene quantum dots and on inhibition of the activity of tyrosinase

  • Dongwei Wang
  • Peng WangEmail author
  • Donghui Liu
  • Zhiqiang Zhou
Original Paper
  • 9 Downloads

Abstract

A fluorometric assay is described for the determination of the herbicide atrazine. The assay is based on the use of tyrosinase and fluorescent nitrogen-doped graphene quantum dots (N-GQDs). The N-GQDs were synthesized via one-pot hydrothermal reaction starting from citric acid and ammonia. Their fluorescence excitation and emission maxima are at 355 and 435 nm, and the quantum yield is 18%. Tyrosinase catalyzes the oxidation of dopamine to form dopaquinone which reduces the fluorescence of the N-GQDs through a dynamic quenching process. On addition of atrazine, the catalytic activity of tyrosinase is inhibited. This leads to less formation of dopaquinone and less reduction of fluorescence. The assay has a linear response in the 2.5–100 ng·mL−1 atrazine concentration range, and the detection limit is 1.2 ng·mL−1. The assay was applied to the determination of atrazine in spiked environmental water samples.

Graphical abstract

Schematic presentation of the fluorometric assay of atrazine detection based on tyrosinase-induced fluorescence (FL) quenching effect on the nitrogen-doped graphene quantum dots (N-GQDs) and inhibitory effect of atrazine on tyrosinase.

Keywords

Pesticide residue Enzyme-based assay Carbon nanomaterial Quenching Hydrothermal reaction Fluorescence spectrophotometer Transmission electron microscopy Fourier transform mid infrared spectroscopy X-ray photoelectron spectroscopy Real sample analysis 

Notes

Acknowledgements

This work was supported by the National Natural Science Foundation of China (Contract Grants: 21677175).

Compliance with ethical standards

The author(s) declare that they have no competing interests.

Supplementary material

604_2019_3648_MOESM1_ESM.doc (216 kb)
ESM 1 (DOC 215 kb)

References

  1. 1.
    Xing H, Wang Z, Wu H, Zhao X, Liu T, Li S, Xu S (2015) Assessment of pesticide residues and gene expression in common carp exposed to atrazine and chlorpyrifos: health risk assessments. Ecotoxicol Environ Saf 113:491–498CrossRefGoogle Scholar
  2. 2.
    Gammon DW, Aldous CN, Jr CW, Sanborn JR, Pfeifer KF (2010) A risk assessment of atrazine use in California: human health and ecological aspects. Pest Manag Sci 61(4):331–355CrossRefGoogle Scholar
  3. 3.
    Muldoon MT, Stanker LH (1997) Molecularly imprinted solid phase extraction of atrazine from beef liver extracts. Anal Chem 69(5):803–808CrossRefGoogle Scholar
  4. 4.
    Ferrer C, Gómez MJ, Garcíareyes JF, Ferrer I, Thurman EM, Fernándezalba AR (2005) Determination of pesticide residues in olives and olive oil by matrix solid-phase dispersion followed by gas chromatography/mass spectrometry and liquid chromatography/tandem mass spectrometry. J Chromatogr A 1069(2):183–194CrossRefGoogle Scholar
  5. 5.
    Li X, Chen G, Yang L, Jin Z, Liu J (2010) Multifunctional au-coated TiO2 nanotube arrays as recyclable SERS substrates for multifold organic pollutants detection. Adv Funct Mater 20(17):2815–2824CrossRefGoogle Scholar
  6. 6.
    Guo Y, Guo S, Li J, Wang E, Dong S (2011) Cyclodextrin-graphene hybrid nanosheets as enhanced sensing platform for ultrasensitive determination of carbendazim. Talanta 84(1):60–64CrossRefGoogle Scholar
  7. 7.
    Liu G, Lin Y (2005) Electrochemical sensor for organophosphate pesticides and nerve agents using zirconia nanoparticles as selective sorbents. Anal Chem 77(18):5894–5901CrossRefGoogle Scholar
  8. 8.
    Amine A, Mohammadi H, Bourais I, Palleschi G (2006) Enzyme inhibition-based biosensors for food safety and environmental monitoring. Biosens Bioelectron 21(8):1405–1423CrossRefGoogle Scholar
  9. 9.
    Rogers KR (2006) Recent advances in biosensor techniques for environmental monitoring. Anal Chim Acta 568(1):222–231CrossRefGoogle Scholar
  10. 10.
    Xi H, Tu HY, Zhu DH, Dan D, Zhang AD (2009) A gold nanoparticle labeling strategy for the sensitive kinetic assay of the carbamate-acetylcholinesterase interaction by surface plasmon resonance. Talanta 78(3):1036–1042CrossRefGoogle Scholar
  11. 11.
    Min W, Feng S (2017) Amperometric determination of organophosphate pesticides using a acetylcholinesterase based biosensor made from nitrogen-doped porous carbon deposited on a boron-doped diamond electrode. Microchim Acta 184(9):3461–3468CrossRefGoogle Scholar
  12. 12.
    Anh TM, Dzyadevych SV, Van MC, Renault NJ, Duc CN, Chovelon JM (2004) Conductometric tyrosinase biosensor for the detection of diuron, atrazine and its main metabolites. Talanta 63(2):365–370.  https://doi.org/10.1016/j.talanta.2003.11.008 CrossRefPubMedGoogle Scholar
  13. 13.
    Tortolini C, Bollella P, Antiochia R, Favero G, Mazzei F (2016) Inhibition-based biosensor for atrazine detection. Sens Actuat B-Chem 224:552–558.  https://doi.org/10.1016/j.snb.2015.10.095 CrossRefGoogle Scholar
  14. 14.
    Li L, Wu G, Yang G, Peng J, Zhao J, Zhu JJ (2013) Focusing on luminescent graphene quantum dots: current status and future perspectives. Nanoscale 5(10):4015–4039.  https://doi.org/10.1039/c3nr33849e CrossRefPubMedGoogle Scholar
  15. 15.
    Zhang R, Chen W (2014) Nitrogen-doped carbon quantum dots: facile synthesis and application as a "turn-off" fluorescent probe for detection of Hg2+ ions. Biosens Bioelectron 55:83–90CrossRefGoogle Scholar
  16. 16.
    Li L, Li L, Wang C, Liu K, Zhu R, Qiang H, Lin Y (2015) Synthesis of nitrogen-doped and amino acid-functionalized graphene quantum dots from glycine, and their application to the fluorometric determination of ferric ion. Microchim Acta 182(3–4):763–770CrossRefGoogle Scholar
  17. 17.
    He Y, Wang X, Sun J, Jiao S, Chen H, Gao F, Wang L (2014) Fluorescent blood glucose monitor by hemin-functionalized graphene quantum dots based sensing system. Anal Chim Acta 810(810C):71–78CrossRefGoogle Scholar
  18. 18.
    Shao T, Zhang P, Lin T, Zhuo S, Zhu C (2015) Highly sensitive enzymatic determination of urea based on the pH-dependence of the fluorescence of graphene quantum dots. Microchim Acta 182(7–8):1431–1437CrossRefGoogle Scholar
  19. 19.
    Li Z, Wang Y, Ni Y, Kokot S (2015) A sensor based on blue luminescent graphene quantum dots for analysis of a common explosive substance and an industrial intermediate, 2,4,6-trinitrophenol. Spectrochimica Acta Part A Molecular & Biomolecular Spectroscopy 137:1213–1221CrossRefGoogle Scholar
  20. 20.
    Zor E, Moralesnarváez E, Zamoragálvez A, Bingol H, Ersoz M, Merkoçi A (2015) Graphene quantum dots-based Photoluminescent sensor: a multifunctional composite for pesticide detection. ACS Appl Mater Interfaces 7(36):20272–20279CrossRefGoogle Scholar
  21. 21.
    Sahub C, Tuntulani T, Nhujak T, Tomapatanaget B (2017) Effective biosensor based on graphene quantum dots via enzymatic reaction for directly photoluminescence detection of organophosphate pesticide. Sensors Actuators B Chem 258:88–97CrossRefGoogle Scholar
  22. 22.
    Cai F, Liu X, Liu S, Liu H, Huang Y (2014) A simple one-pot synthesis of highly fluorescent nitrogen-doped graphene quantum dots for the detection of Cr(vi) in aqueous media. RSC Adv 4(94):52016–52022.  https://doi.org/10.1039/c4ra09320h CrossRefGoogle Scholar
  23. 23.
    Qu Z, Na W, Liu X, Liu H, Su X (2018) A novel fluorescence biosensor for sensitivity detection of tyrosinase and acid phosphatase based on nitrogen-doped graphene quantum dots. Anal Chim Acta 997:52–59.  https://doi.org/10.1016/j.aca.2017.10.010 CrossRefPubMedGoogle Scholar
  24. 24.
    Teng Y, Jia X, Li J, Wang E (2015) Ratiometric fluorescence detection of Tyrosinase activity and dopamine using thiolate-protected gold nanoclusters. Anal Chem 87(9):4897–4902.  https://doi.org/10.1021/acs.analchem.5b00468 CrossRefPubMedGoogle Scholar
  25. 25.
    Dutta Chowdhury A, Doong RA (2016) Highly sensitive and selective detection of Nanomolar ferric ions using dopamine functionalized graphene quantum dots. ACS Appl Mater Interfaces 8(32):21002–21010.  https://doi.org/10.1021/acsami.6b06266 CrossRefPubMedGoogle Scholar
  26. 26.
    Liu S, Tian J, Wang L, Zhang Y, Qin X, Luo Y, Asiri AM, Al-Youbi AO, Sun X (2012) Hydrothermal treatment of grass: a low-cost, green route to nitrogen-doped, carbon-rich, photoluminescent polymer nanodots as an effective fluorescent sensing platform for label-free detection of cu(II) ions. Adv Mater 24(15):2037–2041.  https://doi.org/10.1002/adma.201200164 CrossRefPubMedGoogle Scholar
  27. 27.
    Li W, Zhang Z, Kong B, Feng S, Wang J, Wang L, Yang J, Zhang F, Wu P, Zhao D (2013) Simple and green synthesis of nitrogen-doped photoluminescent carbonaceous nanospheres for bioimaging. Angew Chem 52(31):8151–8155.  https://doi.org/10.1002/anie.201303927 CrossRefGoogle Scholar
  28. 28.
    Djozan D, Ebrahimi B, Mahkam M, Farajzadeh MA (2010) Evaluation of a new method for chemical coating of aluminum wire with molecularly imprinted polymer layer. Application for the fabrication of triazines selective solid-phase microextraction fiber. Anal Chim Acta 674(1):40–48CrossRefGoogle Scholar
  29. 29.
    Cerqueira MBR, Caldas SS, Primel EG (2014) New sorbent in the dispersive solid phase extraction step of quick, easy, cheap, effective, rugged, and safe for the extraction of organic contaminants in drinking water treatment sludge. J Chromatogr A 1336(7):10–22CrossRefGoogle Scholar
  30. 30.
    Teshome T, Yared M, Negussie M (2014) Low-density extraction solvent based solvent-terminated dispersive liquid-liquid microextraction for quantitative determination of ionizable pesticides in environmental waters. J Sep Sci 36(6):1119–1127Google Scholar
  31. 31.
    Panuwet P, Nguyen JV, Kuklenyik P, Udunka SO, Needham LL, Barr DB (2008) Quantification of atrazine and its metabolites in urine by on-line solid-phase extraction–high-performance liquid chromatography–tandem mass spectrometry. Anal Bioanal Chem 391(5):1931–1939CrossRefGoogle Scholar
  32. 32.
    Švorc Ľ, Rievaj M, Bustin D (2013) Green electrochemical sensor for environmental monitoring of pesticides: determination of atrazine in river waters using a boron-doped diamond electrode. Sensors Actuators B Chem 181(5):294–300CrossRefGoogle Scholar
  33. 33.
    Guan Y, Liu L, Chen C, Kang X, Xie Q (2016) Effective immobilization of tyrosinase via enzyme catalytic polymerization of l-DOPA for highly sensitive phenol and atrazine sensing. Talanta 160:125–132.  https://doi.org/10.1016/j.talanta.2016.07.003 CrossRefPubMedGoogle Scholar
  34. 34.
    Farré M, Martínez E, Ramón J, Navarro A, Radjenovic J, Mauriz E, Lechuga L, Marco MP, Barceló D (2007) Part per trillion determination of atrazine in natural water samples by a surface plasmon resonance immunosensor. Anal Bioanal Chem 388(1):207–214CrossRefGoogle Scholar

Copyright information

© Springer-Verlag GmbH Austria, part of Springer Nature 2019

Authors and Affiliations

  • Dongwei Wang
    • 1
  • Peng Wang
    • 1
    Email author
  • Donghui Liu
    • 1
  • Zhiqiang Zhou
    • 1
  1. 1.Beijing Advanced Innovation Center for Food Nutrition and Human Health, College of ScienceChina Agricultural UniversityBeijingChina

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