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Magnesium and nitrogen co-doped carbon dots as fluorescent probes for quenchometric determination of paraoxon using pralidoxime as a linker

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Abstract

Carbon dots codoped with magnesium and nitrogen (Mg,N-CDs) were synthesized via a one-step microwave-assisted method. They display blue fluorescence (with excitation/emission peaks at 380/460 nm and a 33% quantum yield) and possess high dispersity in aqueous solution. The fluorescence of the Mg,N-CDs is highly sensitive to paraoxon in the presence of pralidoxime (PAM) acting as the linking agent. Electron transfer from Mg,N-CDs to paraoxon in the presence of PAM leads to the fluorescence quenching of Mg,N-CDs. The concentration of paraoxon is determined by measuring the quenching efficiency of the Mg,N-CD-PAM assay system. Fluorescence drops with increasing concentrations of paraoxon in the 0.005–3.0 μM range, and the limit of detection is 0.87 nM. The method is highly selective for paraoxon even in the presence of possible interferences. Real sample study of tap and river water showed the assay to have good repeatability and accuracy.

Schematic diagram of magnesium and nitrogen co-doped carbon dots (Mg,N-CDs) as a fluorescent probe for paraoxon detection by using pralidoxime as a linker.

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References

  1. Jariyal M, Jindal V, Mandal K, Gupta VK, Singh B (2018) Bioremediation of organophosphorus pesticide phorate in soil by microbial consortia. Ecotox Environ Safe 159:310–316

    Article  CAS  Google Scholar 

  2. Fahimi-Kashani N, Hormozi-Nezhad MR (2016) Gold-nanoparticle-based colorimetric sensor Array for discrimination of organophosphate pesticides. Anal Chem 88(16):8099–8106

    Article  CAS  PubMed  Google Scholar 

  3. Yan X, Li H, Wang X, Su X (2015) A novel fluorescence probing strategy for the determination of parathion-methyl. Talanta 131:88–94

    Article  CAS  PubMed  Google Scholar 

  4. Saraji M, Jafari MT, Mossaddegh M (2016) Carbon nanotubes@silicon dioxide nanohybrids coating for solid-phase microextraction of organophosphorus pesticides followed by gas chromatography-corona discharge ion mobility spectrometric detection. J Chromatogr A 1429:30–39

    Article  CAS  PubMed  Google Scholar 

  5. Tunesi MM, Kalwar N, Abbas MW, Karakus S, Soomro RA, Kilislioglu A, Abro MI, Hallam KR (2018) Functionalised CuO nanostructures for the detection of organophosphorus pesticides: a non-enzymatic inhibition approach coupled with nano-scale electrode engineering to improve electrode sensitivity. Sensor Actuat B-Chem 260:480–489

    Article  CAS  Google Scholar 

  6. Chen H, Zhang H, Yuan R, Chen S (2017) Novel double-potential Electrochemiluminescence Ratiometric strategy in enzyme-based inhibition biosensing for sensitive detection of organophosphorus pesticides. Anal Chem 89(5):2823–2829

    Article  CAS  PubMed  Google Scholar 

  7. Rebollar-Perez G, Lima-Zambrano F, Bairan G, Rodriguez-Enriquez A, Ornelas-Soto N, Mendez E, Torres E (2016) Colorimetric assay for detection of organophosphorus pesticides by decrease of standard catalytic activity of Chloroperoxidase. Environ Eng Sci 33(12):951–961

    Article  CAS  Google Scholar 

  8. Zhao F, Tian Y, Wang H, Liu J, Han X, Yang Z (2016) Development of a biotinylated broad-specificity single-chain variable fragment antibody and a sensitive immunoassay for detection of organophosphorus pesticides. Anal Bioanal Chem 408(23):6423–6430

    Article  CAS  PubMed  Google Scholar 

  9. Tan MJ, Hong Z, Chang M, Liu C, Cheng H, Loh XJ, Chen C, Liao C, Kong KV (2017) Metal carbonyl-gold nanoparticle conjugates for highly sensitive SERS detection of organophosphorus pesticides. Biosens Bioelectron 96:167–172

    Article  CAS  PubMed  Google Scholar 

  10. Yan X, Song Y, Zhu C, Li H, Du D, Su X, Lin Y (2018) MnO2 Nanosheet-carbon dots sensing platform for sensitive detection of organophosphorus pesticides. Anal Chem 90(4):2618–2624

    Article  CAS  PubMed  Google Scholar 

  11. Wu ZL, Liu ZX, Yuan YH (2017) Carbon dots: materials, synthesis, properties and approaches to long-wavelength and multicolor emission. J Mater Chem B 5(21):3794–3809

    Article  CAS  Google Scholar 

  12. Zu F, Yan F, Bai Z, Xu J, Wang Y, Huang Y, Zhou X (2017) The quenching of the fluorescence of carbon dots: a review on mechanisms and applications. Microchim Acta 184(7):1899–1914

    Article  CAS  Google Scholar 

  13. Sun X, Lei Y (2017) Fluorescent carbon dots and their sensing applications. Trac-Trend Anal Chem 89:163–180

    Article  CAS  Google Scholar 

  14. Sharma V, Tiwari P, Mobin SM (2017) Sustainable carbon-dots: recent advances in green carbon dots for sensing and bioimaging. J Mater Chem B 5(45):8904–8924

    Article  CAS  Google Scholar 

  15. Chaudhary S, Umar A, Bhasin KK, Singh S (2017) Applications of carbon dots in nanomedicine. J Biomed Nanotechnol 13(6):591–637

    Article  CAS  Google Scholar 

  16. Han M, Zhu S, Lu S, Song Y, Feng T, Tao S, Liu J, Yang B (2018) Recent progress on the photocatalysis of carbon dots: classification, mechanism and applications. Nano Today 19:201–218

    Article  CAS  Google Scholar 

  17. Niu W, Zhu R, Yan-Hua ZH, Cosnier S, Zhang X, Shan D (2016) One-pot synthesis of nitrogen-rich carbon dots decorated graphene oxide as metal-free electrocatalyst for oxygen reduction reaction. Carbon 109:402–410

    Article  CAS  Google Scholar 

  18. Xu Q, Kuang T, Liu Y, Cai L, Peng X, Sreeprasad TS, Zhao P, Yu Z, Li N (2016) Heteroatom-doped carbon dots: synthesis, characterization, properties, photoluminescence mechanism and biological applications. J Mater Chem B 4(45):7204–7219

    Article  CAS  Google Scholar 

  19. Wang Z, Long P, Feng Y, Qin C, Feng W (2017) Surface passivation of carbon dots with ethylene glycol and their high-sensitivity to Fe3+. RSC Adv 7(5):2810–2816

    Article  CAS  Google Scholar 

  20. Guo X, Ding Z, Deng S, Wen C, Shen X, Jiang B, Liang H (2018) A novel strategy of transition-metal doping to engineer absorption of carbon dots for near-infrared photothermal/photodynamic therapies. Carbon 134:519–530

    Article  CAS  Google Scholar 

  21. Zhang Z, Chen J, Duan Y, Liu W, Li D, Yan Z, Yang K (2018) Highly luminescent nitrogen-doped carbon dots for simultaneous determination of chlortetracycline and sulfasalazine. Luminescence 33(2):318–325

    Article  CAS  PubMed  Google Scholar 

  22. Zhang Z, Yan K, Yang Q, Liu Y, Yan Z, Chen J (2017) One-pot synthesis of fluorescent nitrogen-doped carbon dots with good biocompatibility for cell labeling. Luminescence 32(8):1488–1493

    Article  CAS  PubMed  Google Scholar 

  23. Shan X, Chai L, Ma J, Qian Z, Chen J, Feng H (2014) B-doped carbon quantum dots as a sensitive fluorescence probe for hydrogen peroxide and glucose detection. Analyst 139(10):2322–2325

    Article  CAS  PubMed  Google Scholar 

  24. Liu T, Li N, Dong JX, Luo HQ, Li NB (2016) Fluorescence detection of mercury ions and cysteine based on magnesium and nitrogen co-doped carbon quantum dots and IMPLICATION logic gate operation. Sensor Actuat B-Chem 231:147–153

    Article  CAS  Google Scholar 

  25. Wang N, Zheng A, Liu X, Chen J, Yang T, Chen M, Wang J (2018) Deep eutectic solvent-assisted preparation of nitrogen/chloride-doped carbon dots for intracellular biological sensing and live cell imaging. Acs Appl Mater Inter 10(9):7901–7909

    Article  CAS  Google Scholar 

  26. Guo Y, Yang L, Li W, Wang X, Shang Y, Li B (2016) Carbon dots doped with nitrogen and sulfur and loaded with copper(II) as a "turn-on" fluorescent probe for cystein, glutathione and homocysteine. Microchim Acta 183(4):1409–1416

    Article  CAS  Google Scholar 

  27. Huang Q, Li Q, Chen Y, Tong L, Lin X, Zhu J, Tong Q (2018) High quantum yield nitrogen-doped carbon dots: green synthesis and application as "off-on" fluorescent sensors for the determination of Fe3+ and adenosine triphosphate in biological samples. Sensor Actuat B-Chem 276:82–88

    Article  CAS  Google Scholar 

  28. Li F, Liu C, Yang J, Wang Z, Liu W, Tian F (2014) Mg/N double doping strategy to fabricate extremely high luminescent carbon dots for bioimaging. RSC Adv 4(7):3201–3205

    Article  CAS  Google Scholar 

  29. Kim TH, Kuca K, Jun D, Jung YS (2005) Design and synthesis of new bis-pyridinium oxime reactivators for acetyleholinesterase inhibited by organophosphorous nerve agents. Bioorg Med Chem Lett 15(11):2914–2917

    Article  CAS  PubMed  Google Scholar 

  30. Lee J, Seo S, Kim J (2012) Colorimetric detection of warfare gases by Polydiacetylenes toward equipment-free detection. Adv Funct Mater 22(8):1632–1638

    Article  CAS  Google Scholar 

  31. Walton I, Davis M, Munro L, Catalano VJ, Cragg PJ, Huggins MT, Wallace KJ (2012) A fluorescent Dipyrrinone oxime for the detection of pesticides and other organophosphates. Org Lett 14(11):2686–2689

    Article  CAS  PubMed  Google Scholar 

  32. Hewage HS, Wallace KJ, Anslyn EV (2007) Novel chemiluminescent detection of chemical warfare simulant. Chem Commun (38):3909–3911

  33. Dong J, Hou J, Jiang J, Ai S (2015) Innovative approach for the electrochemical detection of non-electroactive organophosphorus pesticides using oxime as electroactive probe. Anal Chim Acta 885:92–97

    Article  CAS  PubMed  Google Scholar 

  34. Lu W, Qin X, Liu S, Chang G, Zhang Y, Luo Y, Asiri AM, Al-Youbi AO, Sun X (2012) Economical, green synthesis of fluorescent carbon nanoparticles and their use as probes for sensitive and selective detection of mercury(II) ions. Anal Chem 84(12):5351–5357

    Article  CAS  PubMed  Google Scholar 

  35. Huang S, Wang L, Huang C, Xie J, Su W, Sheng J, Xiao Q (2015) A carbon dots based fluorescent probe for selective and sensitive detection of hemoglobin. Sensor Actuat B-Chem 221:1215–1222

    Article  CAS  Google Scholar 

  36. Ding C, Zhu A, Tian Y (2014) Functional surface engineering of C-dots for fluorescent biosensing and in vivo bioimaging. Accounts Chem Res 47(1):20–30

    Article  CAS  Google Scholar 

  37. Pan D, Zhang J, Li Z, Wu M (2010) Hydrothermal route for cutting graphene sheets into blue-luminescent graphene quantum dots. Adv Mater 22(6):734–738

    Article  PubMed  Google Scholar 

  38. Dong Y, Pang H, Yang HB, Guo C, Shao J, Chi Y, Li CM, Yu T (2013) Carbon-based dots co-doped with nitrogen and sulfur for high quantum yield and excitation-independent emission. Angew Chem Int Edit 52(30):7800–7804

    Article  CAS  Google Scholar 

  39. Li G, Fu H, Chen X, Gong P, Chen G, Xia L, Wang H, You J, Wu Y (2016) Facile and sensitive fluorescence sensing of alkaline phosphatase activity with Photoluminescent carbon dots based on inner filter effect. Anal Chem 88(5):2720–2726

    Article  CAS  PubMed  Google Scholar 

  40. Abedalwafa MA, Li Y, Li D, Sanbhal N, Yang J, Wang L (2018) Aminated polyacrylonitrile nanofibers with immobilized gold-silver core-shell nanoparticles for use in a colorimetric test strip for copper(II). Microchim Acta 185(9)

  41. Long Q, Zhao J, Yin B, Li H, Zhang Y, Yao S (2015) A novel label-free upconversion fluorescence resonance energy transfer-nanosensor for ultrasensitive detection of protamine and heparin. Anal Biochem 477:28–34

    Article  CAS  PubMed  Google Scholar 

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Acknowledgements

We greatly appreciate the support of National Natural Science Foundation of China (Grant Nos: 21765016, 21765017, 21645002, and 21567021). This work was also supported by Ningxia Science and Technology Innovation Leading Talents Training (KJT2018002), National First-rate Discipline Construction Project of Ningxia (NXYLXK2017A04) and Major Innovation Projects for Building First-class University in China’s Western Region (ZKZD2017003).

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  1. Stage Key Laboratory of High-efficiency Coal Utilization and Green Chemical Engineering, School of Chemistry and Chemical Engineering, Ningxia University, Yinchuan, 750021, China

    Juan Peng, Wenqing Yin, Jing Shi, Xiaoyong Jin & Gang Ni

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  1. Juan Peng
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  2. Wenqing Yin
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Correspondence to Xiaoyong Jin.

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Peng, J., Yin, W., Shi, J. et al. Magnesium and nitrogen co-doped carbon dots as fluorescent probes for quenchometric determination of paraoxon using pralidoxime as a linker. Microchim Acta 186, 24 (2019). https://doi.org/10.1007/s00604-018-3147-1

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