Magnetic Nanoparticles Coated with Cationic Polymer and Label-Free Peptide Aptamer for Selective Adsorption with Bisphenol A
DOI:
https://doi.org/10.48048/tis.2023.6145Keywords:
Magnetic, Nanoparticle, Aptamer, Bisphenol A, Nano-adsorbentAbstract
Magnetite nanoparticles coated with quaternized poly(diethylamino)ethyl methacrylate (PDEAEMA) (PQDEA@MNP) and functionalized with bisphenol A (BPA)-specific peptide aptamer (CKSLENSYC) were synthesized and used as nano-adsorbents for selective adsorption with BPA. The polymer coated on the particles provided their good stability and dispersibility in water, and the aptamer provided selective adsorption with BPA targets. Fourier transformed infrared spectrophotometry (FTIR), thermogravimetric analysis (TGA) and vibrating sample magnetometry (VSM) techniques confirmed the presence of the polymer on the particle surface. From transmission electron microscopy (TEM) study, the particle size was ca.6 - 10 nm in diameter with some nanoclustering (30 - 60 nm in diameter of the nanoclusters). The selective adsorption of BPA on the particles was predominant over the non-specific adsorption when performed in PBS buffer (pH 10) in the presence of NaCl and tween-20. The nano-adsorbents had a good linearity range for the detection of BPA between 0.04 and 0.20 ppm with limit of detection (LOD) of 0.0145 ppm. They retained good BPA adsorption efficiency even when other interfering molecules were present. This simple measurement with the use of these nano-adsorbents without molecular labelling might be promising solid supports for use in various applications with good tolerance towards interfering molecules.
HIGHLIGHTS
- Magnetic nanoparticle was coated with cationic polymer and BPA-specific aptamer
- This label-free peptide aptamer allowed for the selective capture of BPA targets
- It showed high selectivity to BPA capture and good tolerance to interfering molecules
GRAPHICAL ABSTRACT 
Downloads
Metrics
References
J Muncke. Tackling the toxics in plastics packaging. PloS Biol. 2021; 19, e3000961.
MAB Siddique, SM Harrison, FJ Monahan, E Cummins and NP Brunton. Bisphenol A and metabolites in meat and meat products: Occurrence, toxicity, and recent development in analytical methods. Foods 2021; 10, 714.
L Chen, GR Shi, DD Huang, Y Li, CC Ma, M Shi, BX Su and GJ Shi. Male sexual dysfunction: A review of literature on its pathological mechanisms, potential risk factors, and herbal drug intervention. Biomed. Pharmacother. 2019; 112, 108585.
R Moreno-Gómez-Toledano. Relationship between emergent BPA-substitutes and renal and cardiovascular diseases in adult population. Environ. Pollut. 2022; 313, 120106.
JH Jun, JE Oh, JK Shim, YL Kwak and JS Cho. Effects of bisphenol A on the proliferation, migration, and tumor growth of colon cancer cells: In vitro and in vivo evaluation with mechanistic insights related to ERK and 5-HT3. Food Chem. Toxicol. 2021; 158, 112662.
MD Shelby. NTP-CERHR monograph on the potential human reproductive and developmental effects of bisphenol A. National Toxicology Program-Center of the Evaluation of Risks to Human Reproductions Monograph. 2008, p. 1-64.
CA Richter, LS Birnbaum, F Farabollini, RR Newbold, BS Rubin, CE Talsness, JG Vandenbergh, DR Walser-Kuntz and FSV Saal. In vivo effects of bisphenol A in laboratory rodent studies. Reprod. Toxicol. 2007; 24, 199-224.
ZN Shehab, NR Jamil and AZ Aris. Modelling the fate and transport of colloidal particles in association with BPA in river water. J. Environ. Manag. 2020; 274, 111141.
PA Hunt, C Lawson, M Gieske, B Murdoch, H Smith, A Marre, T Hassold and CA VandeVoort. Bisphenol A alters early oogenesis and follicle formation in the fetal ovary of the rhesus monkey. Proc. Natl. Acad. Sci. USA 2012; 109, 17525-30.
FF Zafar, B Barati, H Rasoulzadeh, A Sheikhmohammadi, S Wang and H Chen. Adsorption kinetics analysis and optimization of Bisphenol A onto magnetic activated carbon with shrimp shell based precursor. Biomass Bioenerg. 2022; 166, 106604.
Y Zhang, ZL Yuan, XY Deng, HD Wei, WL Wang, Z Xu, Y Feng and X Shi. Metal-organic framework mixed-matrix membrane-based extraction combined HPLC for determination of bisphenol A in milk and milk packaging. Food Chem. 2022; 386, 132753.
FA Jahromi, F Moore, B Keshavarzi, SL Mohebbi-Nozar, Z Mohammadi, A Sorooshian and S Abbasi. Bisphenol A (BPA) and polycyclic aromatic hydrocarbons (PAHs) in the surface sediment and bivalves from Hormozgan Province coastline in the Northern Persian Gulf: A focus on source apportionment. Mar. Pollut. Bull. 2020; 152, 110941.
S Li, S Feng, AV Schepdael and X Wang. Hollow fiber membrane-protected amino/hydroxyl bifunctional microporous organic network fiber for solid-phase microextraction of bisphenols A, F, S, and triclosan in breast milk and infant formula. Food Chem. 2022; 390, 133217.
SC Cunha, T Inácio, M Almada, R Ferreira and JO Fernandes. Gas chromatography-mass spectrometry analysis of nine bisphenols in canned meat products and human risk estimation. Food Res. Int. 2020; 135, 109293.
Y Lei, Y Zhang, B Wang, Z Zhang, L Yuan and J Li. A lab-on-injector device with Au nanodots confined in carbon nanofibers for in situ electrochemical BPA sensing in beverages. Food Control 2022; 134, 108747.
Y Wang, Y Liang, S Zhang, T Wang, X Zhuang, C Tian, F Luan, SQ Ni and X Fu. Enhanced electrochemical sensor based on gold nanoparticles and MoS2 nanoflowers decorated ionic liquid-functionalized graphene for sensitive detection of bisphenol A in environmental water. Microchem. J. 2021; 161, 105769.
M Annalakshmi, TST Balamurugan, S Kumaravel, SM Chen and JL He. Facile hydrothermal synthesis of manganese sulfide nanoelectrocatalyst for high sensitive detection of bisphenol A in food and eco-samples. Food Chem. 2022; 393, 133316.
MQ He, K Wang, J Wang, YL Yu and RH He. A sensitive aptasensor based on molybdenum carbide nanotubes and label-free aptamer for detection of bisphenol A. Anal. Bioanal. Chem. 2017; 409, 1797-803.
LY Hu, CG Niu, Xy Wang, DW Huang, L Zhang and GM Zeng. Magnetic separate “turn-on” fluorescent biosensor for Bisphenol A based on magnetic oxidation graphene. Talanta 2017; 168, 196-202.
U Mahanitipong and M Rutnakornpituk. Palladium‐immobilized polymer‐coated magnetic nanocomposites as reusable catalysts for the reduction of 4‐nitrophenol. Polym. Int. 2022; 71, 1119-26.
N Deepuppha, A Thongsaw, B Rutnakornpituk, WC Chaiyasith and M Rutnakornpituk. Alginate-based magnetic nanosorbent immobilized with aptamer for selective and high adsorption of Hg2+ in water samples. Environ. Sci. Pollut. Res. Int. 2020; 27, 12030-8.
M Hassanzadeh and M Ghaemy. Preparation of bio‐based keratin‐derived magnetic molecularly imprinted polymer nanoparticles for the facile and selective separation of bisphenol A from water. J. Sep. Sci. 2018; 41, 2296-304.
R Sahraei, K Hemmati and M Ghaemy. Adsorptive removal of toxic metals and cationic dyes by magnetic adsorbent based on functionalized graphene oxide from water. RSC Adv. 2016; 6, 72487-99.
N Deepuppha, S Khadsai, B Rutnakornpituk, U Wichai and M Rutnakornpituk. Multiresponsive poly (n-acryloyl glycine)-based nanocomposite and its drug release characteristics. J. Nanomater. 2019; 2019, 8252036.
K Hemmati, R Alizadeh and M Ghaemy. Synthesis and characterization of controlled drug release carriers based on functionalized amphiphilic block copolymers and super‐paramagnetic iron oxide nanoparticles. Polym. Adv. Technol. 2016; 27, 504-14.
K Hemmati, A Masoumi and M Ghaemy. Tragacanth gum-based nanogel as a superparamagnetic molecularly imprinted polymer for quercetin recognition and controlled release. Carbohydr. Polym. 2016; 136, 630-40.
K Hemmati, R Sahraei and M Ghaemy. Synthesis and characterization of a novel magnetic molecularly imprinted polymer with incorporated graphene oxide for drug delivery. Polymer 2016; 101, 257-68.
PV Ostroverkhov, AS Semkina, VA Naumenko, EA Plotnikova, PA Melnikov, TO Abakumova, RI Yakubovskaya, AF Mironov, SS Vodopyanov, AM Abakumov, AG Majouga, MA Gin, VP Chekhonin and MA Abakumov. Synthesis and characterization of bacteriochlorin loaded magnetic nanoparticles (MNP) for personalized MRI guided photosensitizers delivery to tumor. J. Colloid Interface Sci. 2019; 537, 132-41.
EB Aydın, M Aydın and MK Sezgintürk. Determination of calreticulin using Fe3O4@ AuNPs core-shell functionalized with PT(COOH)2 polymer modified electrode: A new platform for the impedimetric biosensing of cancer biomarkers. Sens. Actuators B: Chem. 2022; 367, 132099.
S Khadsai, N Seeja, N Deepuppha, M Rutnakornpituk, T Vilaivan, M Nakkuntod and B Rutnakornpituk. Poly(acrylic acid)-grafted magnetite nanoparticle conjugated with pyrrolidinyl peptide nucleic acid for specific adsorption with real DNA. Colloids Surf. B Biointerfaces 2018; 165, 243-51.
R Sahraei, T Shahalizade, M Ghaemy and H Mahdavi. Fabrication of cellulose acetate/Fe3O4@ GO-APTS-poly(AMPS-co-MA) mixed matrix membrane and its evaluation on anionic dyes removal. Cellulose 2018; 25, 3519-32.
R Sahraei, ZS Pour and M Ghaemy. Novel magnetic bio-sorbent hydrogel beads based on modified gum tragacanth/graphene oxide: Removal of heavy metals and dyes from water. J. Clean. Prod. 2017; 142, 2973-84.
S Meerod, N Deepuppha, B Rutnakornpituk and M Rutnakornpituk. Reusable magnetic nanocluster coated with poly(acrylic acid) and its adsorption with an antibody and an antigen. J. Appl. Polym. Sci. 2018; 135, 46160.
S Paenkaew, T Kajornprai and M Rutnakornpituk. Water dispersible magnetite nanocluster coated with thermo‐responsive thiolactone‐containing copolymer. Polym. Adv. Technol. 2020; 31, 1349-55.
T Theppaleak, G Tumcharern, U Wichai and M Rutnakornpituk. Synthesis of water dispersible magnetite nanoparticles in the presence of hydrophilic polymers. Polym. Bull. 2009; 63, 79-90.
P Theamdee, R Traiphol, B Rutnakornpituk, U Wichai and M Rutnakornpituk. Surface modification of magnetite nanoparticle with azobenzene-containing water dispersible polymer. J. Nanopart. Res. 2011; 13, 4463-77.
B Rutnakornpituk, U Wichai, T Vilaivan and M Rutnakornpituk. Surface-initiated atom transfer radical polymerization of poly (4-vinylpyridine) from magnetite nanoparticle. J. Nanopart. Res. 2011; 13, 6847-57.
J Tummachote, M Rutnakornpituk, D Channei, F Kielar and B Rutnalornpituk. Amino-containing polymer-coated magnetite nanoparticles as nano-adsorbents for bisphenol A: Synthesis, kinetic and thermodynamic study. J. Met. Mater. Miner. 2022; 32, 11-23.
N Deepuppha, A Kadnaim, B Rutnakornpituk and M Rutnakornpitak. Poly(ester urethane)-crosslinked carboxymethylchitosan as a highly water swollen hydrogel. J. Met. Mater. Miner. 2020; 30, 48-56.
M Hassanzadeh and M Ghaemy. An effective approach for the laboratory measurement and detection of creatinine by magnetic molecularly imprinted polymer nanoparticles. New J. Chem. 2017; 41, 2277-86.
S Khadsai, N Seeja, M Rutnakornpituk, T Vilaivan, M Nakkuntod, W Suwankitti, F Kielar and B Rutnakornpituk. Selective enrichment of zein gene of maize from cereal products using magnetic support having pyrrolidinyl peptide nucleic acid probe. Food Chem. 2021; 338, 127812.
W Inthanusorn, M Rutnakornpituk and B Rutnakornpituk. Reusable poly(2-acrylamido-2-methylpropanesulfonic acid)-grafted magnetic nanoparticles as anionic nano-adsorbents for antibody and antigen. Int. J. Polym. Mater. Polym. Biomater. 2022. DOI: 10.1080/00914037.2022.2042288.
Y Su, C Shao, X Huang, J Qi, R Ge, H Guan and Z Lin. Extraction and detection of bisphenol A in human serum and urine by aptamer-functionalized magnetic nanoparticles. Anal. Bioanal. Chem. 2018; 410, 1885-91.
T Theppaleak, M Rutnakornpituk, U Wichai, T Vilaivan and B Rutnakornpituk. Anion-exchanged nanosolid support of magnetic nanoparticle in combination with PNA probes for DNA sequence analysis. J. Nanopart. Res. 2013; 15, 2106.
S Ye, R Ye, Y Shi, B Qiu, L Guo, D Huang, Z Lin and G Chen. Highly sensitive aptamer based on electrochemiluminescence biosensor for label-free detection of bisphenol A. Anal. Bioanal. Chem. 2017; 409, 7145-51.
ZS Beiranvand, AR Abbasi, S Dehdashtian, Z Karimi and A Azadbakht. Aptamer-based electrochemical biosensor by using Au-Pt nanoparticles, carbon nanotubes and acriflavine platform. Anal. Biochem. 2017; 518, 35-45.
S Beiranvand and A Azadbakht. Electrochemical switching with a DNA aptamer-based electrochemical sensor. Mater. Sci. Eng. C 2017; 76, 925-33.
IK Yoo and WS Choe. Screening of peptide sequences with affinity to bisphenol A by biopanning. Korean J. Microbiol. 2013; 49, 211-4.
J Yang, SE Kim, M Cho, IK Yoo, WS Choe and Y Lee. Highly sensitive and selective determination of bisphenol-A using peptide-modified gold electrode. Biosens. Bioelectron. 2014; 61, 38-44.
SH Sadr, S Davaran, E Alizadeh, R Salehi and A Ramazani. PLA-based magnetic nanoparticles armed with thermo/pH responsive polymers for combination cancer chemotherapy. J. Drug Deliv. Sci. Technol. 2018; 45, 240-54.
VH Nguyen, Y Haldorai, QL Pham and JJ Shim. Supercritical fluid mediated synthesis of poly(2-hydroxyethyl methacrylate)/Fe3O4 hybrid nanocomposite. Mater. Sci. Eng.: B 2011; 176, 773-8.
J Moon, S Oh, T Kang, S Hong and J Yi. Investigation of adsorption behavior of bisphenol A on well fabricated organic surfaces using surface plasmon resonance spectroscopy. J. Nanosci. Nanotechnol. 2006; 6, 3543-6.
H Du, S Shi, W Liu, G Che and M Piao. Hydrophobic-force-driven adsorption of bisphenol A from aqueous solution by polyethylene glycol diacrylate hydrogel microsphere. Environ. Sci. Pollut. Res. Int. 2019; 26, 22362-71.
VV Kadam, RM Balakrishnan and JP Ettiyappan. Fluorometric detection of bisphenol A using β-cyclodextrin-functionalized ZnO QDs. Environ. Sci. Pollut. Res. 2021; 28, 11882-92.
R Üzek, E Sari, S Şenel, A Denizli and A Merkoçi. A nitrocellulose paper strip for fluorometric determination of bisphenol A using molecularly imprinted nanoparticles. Microchim. Acta 2019; 186, 218.
Downloads
Published
How to Cite
Issue
Section
License
Copyright (c) 2022 Walailak University
This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
