Skip to main content
SpringerLink
Log in

Ultrasensitive and Highly Selective Detection of Bisphenol a Using Core-Shell Magnetic Molecularly Imprinted Quantum Dots Electrochemiluminescent Probe

  • Published:
Bulletin of Environmental Contamination and Toxicology Aims and scope Submit manuscript

Abstract

The main aim of this work was to develop a magnetic molecularly imprinted polymer (MMIP)-based quantum dots electrochemiluminescent (ECL) probe for the ultrasensitive and highly selective detection of bisphenol A (BPA). The prepared core-shell Fe3O4@SiO2 exhibited superparamagnetic properties, making them easy to separate. The MIP was fabricated by the self-polymerization of dopamine on the surface of amine-terminated Fe3O4@SiO2 (Fe3O4@SiO2-NH2) magnetic nanoparticles and doped with quantum dots (QDs) to form an ECL system. The ECL intensity decrease with the concentration of BPA increased, due to the BPA molecules occupied molecularly imprinted sites and blocked the strong ECL emission of QDs. The prepared ECL sensor performed satisfactorily in the detection of BPA, with a wide linear range from 10− 4 to 10− 9 mol L− 1 and a low detection limit of 3.4 × 10− 10 mol L− 1 (S/N = 3). The recoveries of BPA achieved were in the range 96%–107% in the detection of actual water samples. The proposed ECL sensor displayed high sensitivity and stability, and may provide an approach for determining other important analytes.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Scheme 1
Fig. 1
Fig. 2
Fig. 3

Similar content being viewed by others

References

  • Dadkhah S, Ziaei E, Mehdinia A, Baradaran Kayyal T, Jabbari AJ (2016) A glassy carbon electrode modified with amino-functionalized graphene oxide and molecularly imprinted polymer for electrochemical sensing of bisphenol A. Microchim Acta 183(6):1933–1941

    Article  CAS  Google Scholar 

  • Deng H, Li X, Peng Q, Wang X, Chen J, Li YD (2005) Monodisperse magnetic single-crystal ferrite microspheres. Angew Chem Int Ed 44:2782–2785

    Article  CAS  Google Scholar 

  • Fernandez MAM, Andre LC, Cardeal ZL (2017) Hollow fiber liquid-phase microextraction-gas chromatography-mass spectrometry method to analyze bisphenol A and other plasticizer metabolites. J Chromatogr A 1481:31–36

    Article  CAS  Google Scholar 

  • Freitas JM, Wachter N, Rocha-Filho RC (2020) Determination of bisphenol S, simultaneously to bisphenol A in different water matrices or solely in electrolyzed solutions, using a cathodically pretreated boron-doped diamond electrode. Talanta 217:121041

    Article  CAS  Google Scholar 

  • Jiao M, Jie GF, Tan L, Niu SY (2017) AgNPs-3D nanostructure enhanced electrochemiluminescence of CdSe quantum dot coupled with strand displacement amplification for sensitive biosensing of DNA. Anal Chim Acta 983:166–172

    Article  CAS  Google Scholar 

  • Jie G, Chen K, Wang X, Lu ZK (2016) Dual-stabilizer-capped CdSe quantum dots for “Off–On” electrochemiluminescence biosensing of thrombin by target-triggered multiple amplification. RSC Adv 6(3):2065–2071

    Article  CAS  Google Scholar 

  • Ke R, Zhang XM, Wang L, Zhang CY, Zhang S, Mao CJ, Niu HL, Song J, Jin BK, Tian YP (2015) Electrochemiluminescence sensor based on Graphene Oxide/Polypyrrole/CdSe nanocomposites. J Alloys Compd 622:1027–1032

    Article  CAS  Google Scholar 

  • Li YG, Gao Y, Cao Y, Li H (2012) Electrochemical sensor for bisphenol A determination based on MWCNT/melamine complex modified GCE. Sensor Actu B 171:726–733

    Article  Google Scholar 

  • Li ZH, Zhang WQ, Shan BQ (2019) The effects of urbanization and rainfall on the distribution of, and risks from, phenolic environmental estrogens in river sediment. Environ Pollut 250:1010–1018

    Article  CAS  Google Scholar 

  • Liu JY, Martin JW (2017) Prolonged exposure to bisphenol A from single dermal contact events. Environ Sci Technol 51(17):9940–9949

    Article  CAS  Google Scholar 

  • Liu Y, Li HF, Lin JM (2009) Magnetic solid-phase extraction based on octadecyl functionalization of monodisperse magnetic ferrite microspheres for the determination of polycyclic aromatic hydrocarbons in aqueous samples coupled with gas chromatography-mass spectrometry. Talanta 77(3):1037–1042

    Article  CAS  Google Scholar 

  • Liu SF, Zhang X, Yu YM, Zou GZ (2014) A Monochromatic electrochemiluminescence sensing strategy for dopamine with dual-stabilizers-capped CdSe quantum dots as emitters. Anal Chem 86(5):2784–2788

    Article  CAS  Google Scholar 

  • Lu SL, Cheng GX, Zhang HG, Pang XG (2006) Preparation and characteristics of Tryptophan-imprinted Fe3O4/P(TRIM) composite microspheres with magnetic susceptibility by inverse emulsion–suspension polymerization. J Appl Polym Sci 99(6):3241–3250

    Article  CAS  Google Scholar 

  • Mao Y, Bao Y, Han D, Li F, Niu L (2012) Efficient one-pot synthesis of molecularly imprinted silica nanospheres embedded carbon dots for fluorescent dopamine optosensing. Biosens Bioelectron 38(1):55–60

    Article  CAS  Google Scholar 

  • Peng CF, Pan N, Xie ZJ, Liu L, Xiang J, Liu C (2016) Determination of bisphenol A by a gold nanoflower enhanced enzyme-linked immunosorbent assay. Anal Lett 49(10):1492–1501

    Article  CAS  Google Scholar 

  • Peng H, Liu P, Wu W, Chen W, Meng X, Lin X, Liu A (2019) Facile electrochemiluminescence sensing platform based on water-soluble tungsten oxide quantum dots for ultrasensitive detection of dopamine released by cells. Anal Chim Acta 1065:21–28

    Article  CAS  Google Scholar 

  • Wang X, Lu X, Wu L, Chen J (2015) 3D metal-organic framework as highly efficient biosensing platform for ultrasensitive and rapid detection of bisphenol A. Biosens Bioelectron 65:295–301

    Article  CAS  Google Scholar 

  • Wang S, Liu F, Wu W, Hu Y, Liao R, Chen G, Wang J, Li J (2018) Migration and health risks of nonylphenol and bisphenol a in soil-winter wheat systems with long-term reclaimed water irrigation. Ecotox Environ Safe 158:28–36

    Article  Google Scholar 

  • Watabe Y, Kondo T, Imai H, Morita M, Tanaka N, Haginaka J, Hosoya K (2004) Improved detectability with a polymer-based trapping device in rapid HPLC analysis for ultra-low levels of bisphenol A (BPA) in environmental samples. Anal Sci 20(1):133–137

    Article  CAS  Google Scholar 

  • Xu XQ, Deng CH, Gao MX, Yu WJ, Yang PY, Zhang XM (2006) Synthesis of magnetic microspheres with immobilized metal Ions for enrichment and direct determination of phosphopeptides by matrix-assisted laser desorption ionization mass spectrometry. Adv Mater 18(24):3289–3293

    Article  CAS  Google Scholar 

  • Yao GH, Liang RP, Huang CF, Wang Y, Qiu JD (2013) A surface plasmon resonance sensor based on magnetic molecularly imprinted polymers amplification for pesticide recognition. Anal Chem 85(24):11944–11951

    Article  CAS  Google Scholar 

  • Yin H, Cui L, Chen Q, Shi W, Ai S, Zhu L, Lu LJ (2011) Amperometric determination of bisphenol A in milk using PAMAM–Fe3O4 modified glassy carbon electrode. Food Chem 125(3):1097–1103

    Article  CAS  Google Scholar 

  • Zhao WR, Xu YH, Kang TF, Zhang X, Liu H, Ming AJ, Cheng SY, Wei F (2020) Sandwich magnetically imprinted immunosensor for electrochemiluminescence ultrasensing diethylstilbestrol based on enhanced luminescence of Ru@SiO2 by CdTe@ZnS quantum dots. Biosens Bioelectron 155:112102

    Article  CAS  Google Scholar 

Download references

Acknowledgements

We greatly appreciate the support of the National Natural Science Foundation of China (21505001), the Major Programs of Science and Technology of Anhui Province (201903a06020003).

Author information

Authors and Affiliations

  1. School of Chemical Engineering, Anhui University of Science and Technology, 232001, Huainan, China

    Jianjun Shi, Xinyi Zhang, Qianqian Zhang & Ping Yang

  2. Institute of Environment-friendly Materials and Occupational Health, Anhui University of Science and Technology, 241003, Wuhu, China

    Jianjun Shi & Xinyi Zhang

Authors
  1. Jianjun Shi
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Xinyi Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Qianqian Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Ping Yang
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Jianjun Shi.

Additional information

Publisher’s Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Shi, J., Zhang, X., Zhang, Q. et al. Ultrasensitive and Highly Selective Detection of Bisphenol a Using Core-Shell Magnetic Molecularly Imprinted Quantum Dots Electrochemiluminescent Probe. Bull Environ Contam Toxicol 108, 379–385 (2022). https://doi.org/10.1007/s00128-021-03351-z

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00128-021-03351-z

Keywords

Search

Navigation