Abstract
In the study, a simple and selective method based on magnetic separation technology is presented for the extraction of sulfonamides (SAs) from environmental water, followed by liquid chromatography–tandem mass spectrometry. In this method, magnetic surface molecularly imprinted polymers (Fe3O4@SiO2@MIPs) with super-paramagnetic property and high selectivity toward SAs were developed as magnetic adsorbents. The Fe3O4@SiO2@MIPs were then applied to the selective extraction of SAs from environmental water. The extraction and enrichment were accomplished simultaneously in a single step by simply stirring the mixture of adsorbents and water samples. The Fe3O4@SiO2@MIPs were characterized by scanning electron microscopy, Fourier-transform infrared spectrometry, and vibrating sample magnetometry. The adsorption thermodynamics and kinetics were employed to study the adsorption mechanism of the Fe3O4@SiO2@MIPs. And the matrix effect of the method was evaluated. Calibration curves obtained by analyzing matrix-matched standards show excellent linear relationship (R = 0.9994–0.9999) in the concentration range of 10–1000 ng L−1, and the limits of detection are in the range of 1.4–2.8 ng L−1. The relative standard deviations of intra- and inter-day obtained are in the range of 2.8 to 7.8 and 3.1 to 7.9%, respectively. The proposed method was successfully applied to determine SAs in six environmental water samples, and SAs were detectable in four of them with the concentration from 10.5 to 120.2 ng L−1.
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Bach C, Boiteux V, Hemard J, Colin A, Rosin C, Munoz JF, Dauchy X (2016) Simultaneous determination of perfluoroalkyl iodides, perfluoroalkane sulfonamides, fluorotelomer alcohols, fluorotelomeriodides and fluorotelomer acrylates and methacrylates in water andsediments using solid-phase microextraction-gaschromatography/mass spectrometry. J Chromatogr A 1448:98–106
Baran W, Adamek E, Ziemiańska J, Sobczak A (2011) Effects of the presence of sulfonamides in the environment and their influence on human health. J Hazard Mater 196:1–15
Beveridge JS, Stephens JR, Williams ME (2010) The use of magnetic nanoparticles in analytical chemistry. Annu Rev Anal Chem 4:251–273
Bossi A, Piletsky SA, Piletska EV, Righetti PG, Turner APF (2001) Surface-grafted molecularly imprinted polymers for protein recognition. Anal Chem 73:5281–5286
Carolina N, Patricia R, Jose MM, Cristina F, Alberto C (2013) Rapid method for quantification of nine sulfonamides in bovine milk using HPLC/MS/MS and without using SPE. Food Chem 141:2294–2299
Chen L, Wang T, Tong J (2011a) Application of derivatized magnetic materials to the separation and the preconcentration of pollutants in water samples. Trac-Trend Anal Chem 30:1095–1108
Chen L, Xu S, Li J (2011b) Recent advances in molecular imprinting technology: current status, challenges and highlighted applications. Chem Soc Rev 40:2922–2942
Chen H, Zhang Y, Gao B, Xu Y, Zhao Q, Hou J, Yan J, Li G, Wang H, Ding L (2013) Fast determination of sulfonamides and their acetylated metabolites from environmental water based on magnetic molecularly imprinted polymers. Environ Sci Pollution Res 20:8567–8578
Díaz-Álvarez M, Barahona F, Turiel E, Martín-Esteban A (2014) Supported liquid membrane-protected molecularly imprinted beads for micro-solid phase extraction of sulfonamides in environmental waters. J Chromatogr A 1357:158–164
Díaz-Cruz MS, García-Galán MJ, Barceló D (2008) Highly sensitive simultaneous determination of sulfonamide antibiotics and one metabolite in environmental waters by liquid chromatography–quadrupole linear ion trap–mass spectrometry. J Chromatogr A 1193:50–59
Dmitrienko SG, Kochuk EV, Apyari VV, Tolmacheva VV, Zolotov YA (2014) Recent advances in sample preparation techniques and methods of sulfonamides detection—a review. Anal Chim Acta 850:6–25
Dubreil-Chéneau E, Pirotais Y, Verdon E, Hurtaud-Pessel D (2014) Confirmation of 13 sulfonamides in honey by liquid chromatography–tandem mass spectrometry for monitoring plans: validation according to European Union Decision 2002/657/EC. J Chromatogr A 1339:128–136
Galarini R, Diana F, Moretti S, Puppini B, Saluti G, Persic L (2014) Development and validation of a new qualitative ELISA screening for multiresidue detection of sulfonamides in food and feed. Food Control 35:300–310
Guillén I, Gabaldón JA, Núñez-Delicado E, Puchades R, Maquieira A, Morais S (2011) Detection of sulphathiazole in honey samples using a lateral flow immunoassay. Food Chem 129:624–629
Herrera-Herrera AV, Hernández-Borges J, Borges-Miquel TM, Rodríguez-Delgado MÁ (2013) Dispersive liquid–liquid microextraction combined with ultra-high performance liquid chromatography for the simultaneous determination of 25 sulfonamide and quinolone antibiotics in water samples. J Pharmaceut Biomed 75:130–137
Hoff RB, Pizzolato TM, Peralba MDCR, Díaz-Cruz MS, Barceló D (2015) Determination of sulfonamide antibiotics and metabolites in liver, muscle and kidney samples by pressurized liquid extraction or ultrasound-assisted extraction followed by liquid chromatography–quadrupole linear ion trap-tandem mass spectrometry (HPLC-QqLIT-MS/MS). Talanta 134:768–778
Huang D, Deng C, Zhang X (2014) Functionalized magnetic nanomaterials as solid-phase extraction adsorbents for organic pollutants in environmental analysis. Anal Methods 6:883–888
Jansomboon W, Boontanon SK, Boontanon N, Polprasert C, Da CT (2016) Monitoring and determination of sulfonamide antibiotics (sulfamethoxydiazine, sulfamethazine, sulfamethoxazole and sulfadiazine) in imported Pangasius catfish products in Thailand using liquid chromatography coupled with tandem mass spectrometry. Food Chem 212:635–640
Kaur R, Hasan A, Iqbal N, Alam S, Saini MK, Raza SK (2014) Synthesis and surface engineering of magnetic nanoparticles for environmental cleanup and pesticide residue analysis: a review. J Sep Sci 37:1805–1825
Kim JH, Kim HI, Lee KW, Yu JE, Sun HK, Park HS, Park CG, Ihm SH, Ha J, Sang JK (2007) Influence of strain and age differences on the yields of porcine islet isolation: extremely high islet yields from SPF CMS miniature pigs. Xenotransplantation 14:60–66
Li C, Wang Z, Cao X, Beier RC, Zhang S, Ding S, Li X, Shen J (2008) Development of an immunoaffinity column method using broad-specificity monoclonal antibodies for simultaneous extraction and cleanup of quinolone and sulfonamide antibiotics in animal muscle tissues. J Chromatogr A 1209:1–9
Mor F, Kocasari FS, Ozdemir G, Oz B (2012) Determination of sulphonamide residues in cattle meats by the Charm-II system and validation with high performance liquid chromatography with fluorescence detection. Food Chem 134:1645–1649
Ning S, Han Y, Yan H, Song Y (2014) A self-assembly pipette tip graphene solid-phase extraction coupled with liquid chromatography for the determination of three sulfonamides in environmental water. Anal Chim Acta 810:25–31
Ou D, Chen B, Bai R, Song P, Lin H (2015) Contamination of sulfonamide antibiotics and sulfamethazine-resistant bacteria in the downstream and estuarine areas of Jiulong River in Southeast China. Environ Sci Pollut Res 22:12104–12113
Preechaworapun A, Chuanuwatanakul S, Einaga Y, Grudpan K, Motomizu S, Chailapakul O (2006) Electroanalysis of sulfonamides by flow injection system/high-performance liquid chromatography coupled with amperometric detection using boron-doped diamond electrode. Talanta 68:1726–1731
Reeves VB (1999) Confirmation of multiple sulfonamide residues in bovine milk by gas chromatography–positive chemical ionization mass spectrometry. J Chromatogr B 723:127–137
Sangjarusvichai H, Dungchai W, Siangproh W, Chailapakul O (2009) Rapid separation and highly sensitive detection methodology for sulfonamides in shrimp using a monolithic column coupled with BDD amperometric detection. Talanta 79:1036–1041
Santos B, Lista A, Simonet BM, Ríos A, Valcárcel M (2005) Screening and analytical confirmation of sulfonamide residues in milk by capillary electrophoresis-mass spectrometry. Electrophoresis 26:1567–1575
Shao B, Dong D, Wu YN, Hu JY, Meng J, Tu XM, Xu SK (2005) Simultaneous determination of 17 sulfonamide residues in porcine meat, kidney and liver by solid-phase extraction and liquid chromatography-tandem mass spectrometry. Anal Chim Acta 546:174–181
Spielmeyer A, Ahlborn J, Hamscher G (2014) Simultaneous determination of 14 sulfonamides and tetracyclines in biogas plants by liquid-liquid-extraction and liquid chromatography tandem mass spectrometry. Anal Bioanal Chem 406:2513–2524
Tetzner NF, Maniero MG, Rodrigues-Silva C, Rath S (2016) On-line solid phase extraction-ultra high performance liquid chromatography-tandem mass spectrometry as a powerful technique for the determination of sulfonamide residues in soils. J Chromatogr A 1452:89–97
Tian J, Xu J, Fang Z, Lu T, Su C, Ouyang G (2013) Application of nanomaterials in sample preparation. J Chromatogr A 1300:2–16
Tolmacheva VV, Apyari VV, Furletov AA, Dmitrienko SG, Zolotov YA (2016) Facile synthesis of magnetic hypercrosslinked polystyrene and its application in the magnetic solid-phase extraction of sulfonamides from water and milk samples before their HPLC determination. Talanta 152:203–210
Wang N, Su M, Liang S, Sun H (2015) Sensitive residue analysis of quinolones and sulfonamides in aquatic product by capillary zone electrophoresis using large-volume sample stacking with polarity switching combined with accelerated solvent extraction. Food Anal Methods 9:1–9
Wang H, Ding J, Ding L, Ren N (2016) Analysis of sulfonamides in soil, sediment, and sludge based on dynamic microwave-assisted micellar extraction. Environ Sci Pollut Res 23:12954–12965
Xu Y, Ding J, Chen H, Zhao Q, Hou J, Yan J, Wang H, Ding L, Ren N (2013) Fast determination of sulfonamides from egg samples using magnetic multiwalled carbon nanotubes as adsorbents followed by liquid chromatography-tandem mass spectrometry. Food Chem 140:83–90
Zhang YL, Lin SS, Dai CM, Shi L, Zhou XF (2014) Sorption–desorption and transport of trimethoprim and sulfonamide antibiotics in agricultural soil: effect of soil type, dissolved organic matter, and pH. Environ Sci Pollut Res 21:5827–5835
Zhao Q, Li H, Xu Y, Zhang F, Zhao J, Wang L, Hou J, Ding H, Li Y, Jin H, Ding L (2015) Determination triazine pesticides in cereal samples based on single-hole hollow molecularly imprinted microspheres. J Chromatogr A 1376:26–34
Zheng MM, Zhang MY, Peng GY, Feng YQ (2008) Monitoring of sulfonamide antibacterial residues in milk and egg by polymer monolith microextraction coupled to hydrophilic interaction chromatography/mass spectrometry. Anal Chim Acta 625:160–172
Zotou A, Vasiliadou C (2010) LC of sulfonamide residues in poultry muscle and eggs extracts using fluorescence pre-column derivatization and monolithic silica column. J Sep Sci 33:11–22
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This work was supported by the Development Program of the Ministry of Science and Technology of Jilin Province, China (Grant number 20150204070GX).
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Xu, Y., Zhao, Q., Jiang, L. et al. Selective determination of sulfonamides from environmental water based on magnetic surface molecularly imprinting technology. Environ Sci Pollut Res 24, 9174–9186 (2017). https://doi.org/10.1007/s11356-017-8581-9
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DOI: https://doi.org/10.1007/s11356-017-8581-9