Abstract
Solid-phase extraction (SPE) was combined with dispersive liquid-liquid microextraction based on solidification of floating organic droplet (DLLME-SFO) as a pretreatment technique for the simultaneous analysis of 11 organochlorine pesticides (OCPs) and 5 polychlorinated biphenyls (PCBs) in fish tissue. Gas chromatography with electron capture detector was used for the identification and quantification of these compounds. In the newly developed method, the acetonitrile extractant of the fish sample was cleaned up by commercialized SPE cartridges packed with acid alumina, and then mixed with water, sodium-chloride, and n-pentadecane for the purpose of target analyte enrichment via DLLME-SFO process. Effect of the parameters including SPE packing material, amount and chemical nature of extraction solvent, water volume, and salt concentration on the signal responses were investigated, and the recoveries of this method ranged between 70.1% and 112.3% at three spiked levels under the optimized conditions. The calibration curves were found to be linear in the range of 1.56–312.5 μg L−1, and the limits of detection ranged from 0.372 to 1.12 μg kg−1. Comparing the other reported pretreatment method, the presented one was sensitive, time-saving, and environmentally friendly.
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Agudelo Mesa LB, Padro JM, Reta M (2013) Analysis of non-polar heterocyclic aromatic amines in beefburguers by using microwave-assisted extraction and dispersive liquid-ionic liquid microextraction. Food Chem 141:1694–1701. https://doi.org/10.1016/j.foodchem.2013.04.076
Andrascikova M, Hrouzkova S (2016) Fast preconcentration of pesticide residues in oilseeds by combination of QuEChERS with dispersive liquid-liquid microextraction followed by gas chromatography-mass spectrometry. Food Anal Method 9:2182–2193. https://doi.org/10.1007/s12161-016-0402-0
Asati A, Satyanarayana GNV, Srivastava VT, Patel DK (2018) Determination of organochlorine compounds in fish liver by ultrasound-assisted dispersive liquid-liquid microextraction based on solidification of organic droplet coupled with gas chromatography-electron capture detection. J Chromatogr A 1561:20–27. https://doi.org/10.1016/j.chroma.2018.05.035
Berendsen BJA, Stolker LAM, Nielen MWF (2013) Selectivity in the sample preparation for the analysis of drug residues in products of animal origin using LC-MS. Trac-Trend Anal Chem 43:229–239. https://doi.org/10.1016/j.trac.2012.09.019
Cai Y, Wang X, Wu Y, Li Y, Ya M (2016) Over 100-year sedimentary record of polycyclic aromatic hydrocarbons (PAHs) and organochlorine compounds (OCs) in the continental shelf of the East China Sea. Environ Pollut 219:774–784. https://doi.org/10.1016/j.envpol.2016.07.053
Ccanccapa-Cartagena A, Masia A, Pico Y (2017) Simultaneous determination of pyrethroids and pyrethrins by dispersive liquid-liquid microextraction and liquid chromatography triple quadrupole mass spectrometry in environmental samples. Anal Bioanal Chem 409:4787–4799. https://doi.org/10.1007/s00216-017-0422-7
Chamkasem N, Lee S, Harmon T (2016) Analysis of 19 PCB congeners in catfish tissue using a modified QuEChERS method with GC-MS/MS. Food Chem 192:900–906. https://doi.org/10.1016/j.foodchem.2015.07.088
Cherta L, Beltran J, Lopez F, Hernandez F (2013) Application of fast gas chromatography-mass spectrometry in combination with the QuEChERS method for the determination of pesticide residues in fruits and vegetables. Food Anal Method 6:1170–1187. https://doi.org/10.1007/s12161-012-9524-1
Cloutier P-L, Fortin F, Groleau PE, Brousseau P, Fournier M, Desrosiers M (2017) QuEChERS extraction for multi-residue analysis of PCBs, PAHs, PBDEs and PCDD/Fs in biological samples. Talanta 165:332–338. https://doi.org/10.1016/j.talanta.2016.12.080
Costopoulou D, Vassiliadou I, Leondiadis L (2016) PCDDs, PCDFs and PCBs in farmed fish produced in Greece: levels and human population exposure assessment. Chemosphere 146:511–518. https://doi.org/10.1016/j.chemosphere.2015.12.019
Cui K, Wen J, Zeng F, Zhou X, Li S, Zeng Z (2017) Determination of organophosphate ester flame retardants and plasticizers in soil samples by microwave-assisted extraction coupled with silica gel/alumina multilayer solid-phase extraction and gas chromatography-mass spectrometry. Analytical Methods 9:986–993. https://doi.org/10.1039/c6ay02837c
Dai L, Cheng J, Matsadiq G, Liu L, Li J-K (2010) Dispersive liquid-liquid microextraction based on the solidification of floating organic droplet for the determination of polychlorinated biphenyls in aqueous samples. Anal Chim Acta 674:201–205. https://doi.org/10.1016/j.aca.2010.06.023
Dean JA (1985) Lange's handbook of chemistry, XIIIth edn. McGraw-Hill Professional Publishing, New York
Eqani SA-M-A-S et al (2013) Uptake of organochlorine pesticides (OCPs) and polychlorinated biphenyls (PCBs) by river water fish: the case of River Chenab. Sci Total Environ 450:83–91. https://doi.org/10.1016/j.scitotenv.2013.01.052
Farajzadeh MA, Khoshmaram L, Nabil AAA (2014) Determination of pyrethroid pesticides residues in vegetable oils using liquid-liquid extraction and dispersive liquid-liquid microextraction followed by gas chromatography-flame ionization detection. J Food Compos Anal 34:128–135. https://doi.org/10.1016/j.jfca.2014.03.004
Guinez M, Martinez LD, Fernandez L, Cerutti S (2017) Dispersive liquid-liquid microextraction based on solidification of floating organic drop and fluorescence detection for the determination of nitrated polycyclic aromatic hydrocarbons in aqueous samples. Microchem J 131:1–8. https://doi.org/10.1016/j.microc.2016.10.020
Han Y, Jia X, Liu X, Duan T, Chen H (2011) Dispersive solid-phase extraction combined with dispersive liquid-liquid microextraction for the determination of polybrominated diphenyl ethers in plastic bottled beverage by GC-MS. J Sep Sci 34:1047–1054. https://doi.org/10.1002/jssc.201000631
Hu J, Li Y, Zhang W, Wang H, Huang C, Zhang M, Wang X (2009) Dispersive liquid-liquid microextraction followed by gas chromatography-electron capture detection for determination of polychlorinated biphenyls in fish. J Sep Sci 32:2103–2108. https://doi.org/10.1002/jssc.200900027
Kaczynski P, Lozowicka B, Perkowski M, Szabunko J (2017) Multiclass pesticide residue analysis in fish muscle and liver on one-step extraction-cleanup strategy coupled with liquid chromatography tandem mass spectrometry. Ecotox Environ Safe 138:179–189. https://doi.org/10.1016/j.ecoenv.2016.12.040
Kuzukiran O, Filazi A (2016) Determination of selected polychlorinated biphenyl residues in meat products by QuEChERS method coupled with gas chromatography-mass spectrometry. Food Anal Method 9:1867–1875. https://doi.org/10.1007/s12161-015-0367-4
Leong M-I, Huang S-D (2008) Dispersive liquid-liquid microextraction method based on solidification of floating organic drop combined with gas chromatography with electron-capture or mass spectrometry detection. J Chromatogr A 1211:8–12. https://doi.org/10.1016/j.chroma.2008.09.111
Lin Y, Feng C, Xu Q, Lu D, Qiu X, Jin Y’, Wang G, Wang D, She J, Zhou Z (2016) A validated method for rapid determination of dibenzo-p-dioxins/furans (PCDD/Fs), polybrominated diphenyl ethers (PBDEs) and polychlorinated biphenyls (PCBs) in human milk: focus on utility of tandem solid phase extraction (SPE) cleanup. Anal Bioanal Chem 408:4897–4906. https://doi.org/10.1007/s00216-016-9576-y
Liu X, Hu J, Huang C, Wang H, Wang X (2009a) Determination of polybrominated diphenyl ethers in aquatic animal tissue using cleanup by freezing-dispersive liquid-liquid microextraction combined with GC-MS. J Sep Sci 32:4213–4219. https://doi.org/10.1002/jssc.200900480
Liu X, Li J, Zha Z, Zhang W, Lin K, Huang C, Wang X (2009b) Solid-phase extraction combined with dispersive liquid-liquid microextraction for the determination for polybrominated diphenyl ethers in different environmental matrices. J Chromatogr A 1216:2220–2226. https://doi.org/10.1016/j.chroma.2008.12.092
Liu X, Zhao A, Zhang A, Liu H, Xiao W, Wang C, Wang X (2011) Dispersive liquid-liquid microextraction and gas chromatography-mass spectrometry determination of polychlorinated biphenyls and polybrominated diphenyl ethers in milk. J Sep Sci 34:1084–1090. https://doi.org/10.1002/jssc.201000767
Martin J, Santos JL, Aparicio I, Alonso E (2015) Determination of hormones, a plasticizer, preservatives, per-fluoroalkylated compounds, and a flame retardant in water samples by ultrasound-assisted dispersive liquid-liquid microextraction based on the solidification of a floating organic drop. Talanta 143:335–343. https://doi.org/10.1016/j.talanta.2015.04.089
Melo A, Mansilha C, Pinho O, Ferreira IMPLVO (2013) Analysis of pesticides in tomato combining QuEChERS and dispersive liquid-liquid microextraction followed by high-performance liquid chromatography. Food Anal Method 6:559–568. https://doi.org/10.1007/s12161-012-9469-4
Mirzaei M, Rakh M (2014) Preconcentration of organochlorine pesticides in aqueous samples by dispersive liquid-liquid microextraction based on solidification of floating organic drop after SPE with multiwalled carbon nanotubes. J Sep Sci 37:114–119. https://doi.org/10.1002/jssc.201301058
Molina-Ruiz JM, Cieslik E, Cieslik I, Walkowska I (2015) Determination of pesticide residues in fish tissues by modified QuEChERS method and dual-d-SPE clean-up coupled to gas chromatography-mass spectrometry. Environ Sci Pollut R 22:369–378. https://doi.org/10.1007/s11356-014-3361-2
Morrison SA, Sieve KK, Ratajczak RE, Bringolf RB, Belden JB (2016) Simultaneous extraction and cleanup of high-lipid organs from white sturgeon (Acipenser transmontanus) for multiple legacy and emerging organic contaminants using QuEChERS sample preparation. Talanta 146:16–22. https://doi.org/10.1016/j.talanta.2015.08.021
Norli HR, Christiansen A, Deribe E (2011) Application of QuEChERS method for extraction of selected persistent organic pollutants in fish tissue and analysis by gas chromatography mass spectrometry. J Chromatogr A 1218:7234–7241. https://doi.org/10.1016/j.chroma.2011.08.050
Omar N, Bakar J, Muhammad K (2013) Determination of organochlorine pesticides in shrimp by gas chromatography-mass spectrometry using a modified QuEChERS approach. Food Control 34:318–322. https://doi.org/10.1016/j.foodcont.2013.04.029
Petrus G, Bernhard H, Renan L, Renato DP, Paulo Machado TJ, Olaf M, Karl-Werner S (2014) Partition of organochlorine concentrations among suspended solids, sediments and brown mussel Perna perna, in tropical bays. Chemosphere 114:9–15. https://doi.org/10.1016/j.chemosphere.2014.04.008
Pirsaheb M, Fattahi N, Shamsipur M (2013) Determination of organophosphorous pesticides in summer crops using ultrasound-assisted solvent extraction followed by dispersive liquid-liquid microextraction based on the solidification of floating organic drop. Food Control 34:378–385
Qiu B, Wang X, Li H, Shu B, Li S, Yang Z (2018) Dispersive-solid-phase extraction cleanup integrated to dispersive liquid-liquid microextraction based on solidification of floating organic droplet for determination of organochlorine pesticides in vegetables. Food Anal Method 11:693–702. https://doi.org/10.1007/s12161-017-1040-x
Rejczak T, Tuzimski T (2015) A review of recent developments and trends in the QuEChERS sample preparation approach. Open Chem 13:980–1010. https://doi.org/10.1515/chem-2015-0109
Rejtharova M, Rejthar L, Cackova K (2018) Determination of testosterone esters and nortestosterone esters in animal blood serum by LC-MS/MS. Food Addit Contama 35:233–240. https://doi.org/10.1080/19440049.2017.1388544
Rezaee M, Assadi Y, Hosseinia MRM, Aghaee E, Ahmadi F, Berijani S (2006) Determination of organic compounds in water using dispersive liquid-liquid microextraction. J Chromatogr A 1116:1-9. https://doi.org/10.1016/j.chroma.2006.03.007, 1
Sadeghi M, Nematifar Z, Fattahi N, Pirsaheb M, Shamsipur M (2016) Determination of bisphenol A in food and environmental samples using combined solid-phase extraction-dispersive liquid-liquid microextraction with solidification of floating organic drop followed by HPLC. Food Anal Method 9:1814–1824. https://doi.org/10.1007/s12161-015-0357-6
Sanchez-Avila J, Fernandez-Sanjuan M, Vicente J, Lacorte S (2011) Development of a multi-residue method for the determination of organic micropollutants in water, sediment and mussels using gas chromatography-tandem mass spectrometry. J Chromatogr A 1218:6799–6811. https://doi.org/10.1016/j.chroma.2011.07.056
Sapozhnikova Y, Lehotay SJ (2013) Multi-class, multi-residue analysis of pesticides, polychlorinated biphenyls, polycyclic aromatic hydrocarbons, polybrominated diphenyl ethers and novel flame retardants in fish using fast, low-pressure gas chromatography-tandem mass spectrometry. Anal Chim Acta 758:80–92. https://doi.org/10.1016/j.aca.2012.10.034
Shu B, Yang Z, Lee H, Qiu B, Li H (2016) Development of ultrasound-assisted emulsification microextraction based on solidification of a floating organic droplet for determination of organochlorine pesticides in water samples. J Sep Sci 39:776–783. https://doi.org/10.1002/jssc.201501002
Silva Barni MF et al (2016) Persistent organic pollutants (POPs) in fish with different feeding habits inhabiting a shallow lake ecosystem. Sci Total Environ 550:900–909. https://doi.org/10.1016/j.scitotenv.2016.01.176
Stancheva M, Georgieva S, Makedonski L (2017) Polychlorinated biphenyls in fish from Black Sea. Bulgaria. Food Control 72:205–210. https://doi.org/10.1016/j.foodcont.2016.05.012
Torres P, Miglioranza KSB, Uhart MM, Gonzalez M, Commendatore M (2015) Organochlorine pesticides and PCBs in southern Right Whales (Eubalaena australis) breeding at Peninsula Valdes. Argentina Sci Total Environ 518:605–615. https://doi.org/10.1016/j.scitotenv.2015.02.064
U.S. Department of Health and Human Services FDA, Center for Drug Evaluation and Research, Center for Biologics Evaluation and Research (2015) Analytical procedures and methods validation for drugs and biologics guidance for industry. https://www.fda.gov/downloads/drugs/guidancecomplianceregulatoryinformation/guidances/ucm386366.pdf. Accessed 5 Aug 2018
Vinas P, Campillo N, Andruch V (2015) Recent achievements in solidified floating organic drop microextraction. Trac-Trend Anal Chem 68:48–77. https://doi.org/10.1016/j.trac.2015.02.005
Wang L, Wang X, Zhou J-B, Zhao R-S (2016) Carbon nanotube sponges as a solid-phase extraction adsorbent for the enrichment and determination of polychlorinated biphenyls at trace levels in environmental water samples. Talanta 160:79–85. https://doi.org/10.1016/j.talanta.2016.07.005
Wang X-C, Shu B, Li S, Yang Z-G, Qiu B (2017) QuEChERS followed by dispersive liquid microextraction based on solidification of floating organic droplet method for organochlorine pesticides analysis in fish. Talanta 162:90–97. https://doi.org/10.1016/j.talanta.2016.09.069
Wang X, Lin L, Luan T, Yang L, Tam NFY (2012) Determination of hydroxylated metabolites of polycyclic aromatic hydrocarbons in sediment samples by combining subcritical water extraction and dispersive liquid-liquid microextraction with derivatization. Anal Chim Acta 753:57–63. https://doi.org/10.1016/j.aca.2012.09.028
Zhang Y, Lee HK (2013) Low-density solvent-based vortex-assisted surfactant-enhanced-emulsification liquid-liquid microextraction combined with gas chromatography-mass spectrometry for the fast determination of phthalate esters in bottled water. J Chromatogr A 1274:28–35. https://doi.org/10.1016/j.chroma.2012.12.017
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This work was supported by the National Special Fund for Agro-scientific Research in the Public Interest (No. 201503108) and Hydraulic Science & Technology Project of Hunan Province(No. 2017-230-13).
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Lijun Xu declares that he has no conflict of interest. Xiaohuan Miao declares that he has no conflict of interest. Zhaoguang Yang declares that he has no conflict of interest. Haipu Li declares that he has no conflict of interest. Bo Qiu declares that he has no conflict of interest.
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Xu, L., Miao, X., Yang, Z. et al. Solid-Phase Extraction Combined with Dispersive Liquid-Liquid Microextraction Based on Solidification of Floating Organic Droplet for Simultaneous Determination of Organochlorine Pesticides and Polychlorinated Biphenyls in Fish. Food Anal. Methods 12, 1871–1885 (2019). https://doi.org/10.1007/s12161-019-01527-2
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DOI: https://doi.org/10.1007/s12161-019-01527-2