Abstract
This review (with 154 refs.) describes the current status of using molecularly imprinted polymers in the extraction and quantitation of illicit drugs and additives. The review starts with an introduction into some synthesis methods (lump MIPs, spherical MIPs, surface imprinting) of MIPs using illicit drugs and additives as templates. The next section covers applications, with subsections on the detection of illegal additives in food, of doping in sports, and of illicit addictive drugs. A particular focus is directed towards current limitations and challenges, on the optimization of methods for preparation of MIPs, their applicability to aqueous samples, the leakage of template molecules, and the identification of the best balance between adsorption capacity and selectivity factor. At last, the need for convincing characterization methods, the lack of uniform parameters for defining selectivity, and the merits and demerits of MIPs prepared using nanomaterials are addressed. Strategies are suggested to solve existing problems, and future developments are discussed with respect to a more widespread use in relevant fields.
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References
Mccall AK, Bade R, Kinyua J, Lai FY, Thai PK, Covaci A, Bijlsma L, Van Nuijs AL, Ort C (2016) Critical review on the stability of illicit drugs in sewers and wastewater samples. Water Res 88:933–947
Martel M (2002) Drug diplomacy in the twentieth century: an international history. Review of: McAllister, W.B. Drug diplomacy in the twentieth century: an international history. New York: Routledge, 2000. Histoire sociale. Social history 70:543–5
Drugs, Public Policy G (2010) Drug policy and the public good: a summary of the book. Addiction 7:1137–1145
Farr SL, Hutchings YL, Ondersma SJ, Creanga AA (2014) Brief interventions for illicit drug use among peripartum women. Am J Obstet Gynecol 4:336–343
Jones HE, Hickman M, Kasprzyk-Hordern B, Welton NJ, Baker DR, Ades AE (2014) Illicit and pharmaceutical drug consumption estimated via wastewater analysis. Part B: placing back-calculations in a formal statistical framework. Sci Total Environ 487:642–650
El Ansari W, Vallentin-Holbech L, Stock C (2015) Predictors of illicit drug/s use among university students in Northern Ireland, Wales and England. Glob J Health Sci 4:18–29
Nieschlag E, Vorona E (2015) Doping with anabolic androgenic steroids (AAS): adverse effects on non-reproductive organs and functions. Rev Endocr Metab Disord 3:199–211
Van Den Broek I, Blokland M, Nessen MA, Sterk S (2015) Current trends in mass spectrometry of peptides and proteins: application to veterinary and sports-doping control. Mass Spectrom Rev 6:571–594
Mosbach K (1994) Molecular imprinting. Trends Biochem Sci 1:9–14
Pauling L (1940) A theory of the structure and process of formation of antibodies. J Am Chem Soc 10:2643–2657
Haupt K (2003) Peer reviewed: molecularly imprinted polymers: the next generation. Anal Chem 17:376 A–383 A
Wulff G (2013) Fourty years of molecular imprinting in synthetic polymers: origin, features and perspectives. Microchim Acta 15:1359–1370
Yu D, Hu X, Wei S, Wang Q, He C, Liu S (2015) Dummy molecularly imprinted mesoporous silica prepared by hybrid imprinting method for solid-phase extraction of bisphenol A. J Chromatogr A 1396:17–24
Yang J, Li Y, Wang J, Sun X, Cao R, Sun H, Huang C, Chen J (2015) Molecularly imprinted polymer microspheres prepared by Pickering emulsion polymerization for selective solid-phase extraction of eight bisphenols from human urine samples. Anal Chim Acta 872:35–45
Wu X, Liang S, Ge X, Lv Y, Sun H (2015) Synthesis and evaluation of dummy molecularly imprinted microspheres for the specific solid-phase extraction of six anthraquinones from slimming tea. J Sep Sci 8:1263–1270
He J, Song L, Chen S, Li Y, Wei H, Zhao D, Gu K, Zhang S (2015) Novel restricted access materials combined to molecularly imprinted polymers for selective solid-phase extraction of organophosphorus pesticides from honey. Food Chem 187:331–337
Chen W, Xue M, Xue F, Mu X, Xu Z, Meng Z, Zhu G, Shea KJ (2015) Molecularly imprinted hollow spheres for the solid phase extraction of estrogens. Talanta 140:68–72
Wongniramaikul W, Choodum A, Dennany L, Daeid NN (2012) A comprehensive chromatographic comparison of amphetamine and methylamphetamine extracted from river water using molecular imprinted polymers and without the need for sample derivatization. J Sep Sci 23:3332–3339
Shaikh H, Memon N, Khan H, Bhanger MI, Nizamani SM (2012) Preparation and characterization of molecularly imprinted polymer for di(2-ethylhexyl) phthalate: application to sample clean-up prior to gas chromatographic determination. J Chromatogr A 1247:125–133
Nolvachai Y, Kulsing C, Boysen RI, Hearn MTW, Marriott PJ (2014) Miniaturized molecularly imprinted polymer extraction method for the gas chromatographic analysis of flavonoids. J Sep Sci 8:1018–1025
Liu J, Zhang L, Song LLH, Liu Y, Tang H, Li Y (2015) Synthesis of metronidazole-imprinted molecularly imprinted polymers by distillation precipitation polymerization and their use as a solid-phase adsorbent and chromatographic filler. J Sep Sci 7:1172–1178
Lian Z, Wang J (2012) Molecularly imprinted polymer for selective extraction of malachite green from seawater and seafood coupled with high-performance liquid chromatographic determination. Mar Pollut Bull 12:2656–2662
Pacheco JG, Castro M, Machado S, Barroso MF, Nouws HPA, Delerue-Matos C (2015) Molecularly imprinted electrochemical sensor for ochratoxin a detection in food samples. Sensors Actuators B Chem 215:107–112
Li Y, Zhao X, Li P, Huang Y, Wang J, Zhang J (2015) Highly sensitive Fe3O4 nanobeads/graphene-based molecularly imprinted electrochemical sensor for 17 beta-estradiol in water. Anal Chim Acta 884:106–113
Lenain P, De Saeger S, Mattiasson B, Hedstrom M (2015) Affinity sensor based on immobilized molecular imprinted synthetic recognition elements. Biosens Bioelectron 69:34–39
Gholivand MB, Karimian N (2015) Fabrication of a highly selective and sensitive voltammetric ganciclovir sensor based on electropolymerized molecularly imprinted polymer and gold nanoparticles on multiwall carbon nanotubes/glassy carbon electrode. Sensors Actuators B Chem 215:471–479
Foguel MV, Ton X-A, Zanoni MVB, Sotomayor MDPT, Haupt K, Bui BTS (2015) A molecularly imprinted polymer-based evanescent wave fiber optic sensor for the detection of basic red 9 dye. Sensors Actuators B Chem 218:222–228
Da Silva H, Pacheco J, Silva J, Viswanathan S, Delerue-Matos C (2015) Molecularly imprinted sensor for voltammetric detection of norfloxacin. Sensors Actuators B Chem 219:301–307
Caro E, Marce RM, Borrull F, Cormack PG, Sherrington DC (2006) Application of molecularly imprinted polymers to solid-phase extraction of compounds from environmental and biological samples. Trac-Trends in Anal Chemi 2:143–154
Hilt JZ, Byrne ME (2004) Configurational biomimesis in drug delivery: molecular imprinting of biologically significant molecules. Adv Drug Deliv Rev 11:1599–1620
Dramou P, Zuo P, He H, Pham-Huy LA, Zou W, Xiao D, Pham-Huy C (2013) Development of novel amphiphilic magnetic molecularly imprinted polymers compatible with biological fluids for solid phase extraction and physicochemical behavior study. J Chromatogr A 1317:110–120
Meng L, Meng P, Zhang Q, Wang Y (2013) Fast screening of ketamine in biological samples based on molecularly imprinted photonic hydrogels. Anal Chim Acta 771:86–94
Zhang Z, Tan W, Hu Y, Li G (2011) Simultaneous determination of trace sterols in complicated biological samples by gas chromatography-mass spectrometry coupled with extraction using beta-sitosterol magnetic molecularly imprinted polymer beads. J Chromatogr A 28:4275–4283
Zhao M, Chen X, Zhang H, Yan H, Zhang H (2014) Well-defined hydrophilic molecularly imprinted polymer microspheres for efficient molecular recognition in real biological samples by facile RAFT coupling chemistry. Biomacromolecules 5:1663–1675
Baggiani C, Anfossi L, Baravalle P, Giovannoli C, Giraudi G, Barolo C, Viscardi G (2009) Determination of banned Sudan dyes in food samples by molecularly imprinted solid phase extraction-high performance liquid chromatography. J Sep Sci 19:3292–3300
Xu Z, Hu Y, Hu Y, Li G (2010) Investigation of ractopamine molecularly imprinted stir bar sorptive extraction and its application for trace analysis of β 2-agonists in complex samples. J Chromatogr A 22:3612–3618
Hu Y, Li Y, Liu R, Tan W, Li G (2011) Magnetic molecularly imprinted polymer beads prepared by microwave heating for selective enrichment of β-agonists in pork and pig liver samples. Talanta 84 (2):462-470
Dai J, Pan J, Xu L, Li X, Zhou Z, Zhang R, Yan Y (2012) Preparation of molecularly imprinted nanoparticles with superparamagnetic susceptibility through atom transfer radical emulsion polymerization for the selective recognition of tetracycline from aqueous medium. J Hazard Mater 1:179–188
Zhan J, Fang G, Yan Z, Pan M, Liu C, Wang S (2013) Preparation of a semicovalent, molecularly surface imprinted polymer for the rapid determination of trace acid orange II in food and environmental samples. Anal Bioanal Chem 19:6353–6363
Hu C, Deng J, Zhao Y, Xia L, Huang K, Ju S, Xiao N (2014) A novel core-shell magnetic nano-sorbent with surface molecularly imprinted polymer coating for the selective solid phase extraction of dimetridazole. Food Chem 5:366–373
Su X, Li X, Li J, Liu M, Lei F, Tan X, Li P, Luo W (2015) Synthesis and characterization of core-shell magnetic molecularly imprinted polymers for solid-phase extraction and determination of Rhodamine B in food. Food Chem 171:292–297. https://doi.org/10.1016/j.foodchem.2014.09.024
Han Q, Xin S, Zhu W, Zhu C, Zhou X, Jiang H (2016) Magnetic sensing film based on Fe 3 O 4 @Au-GSH molecularly imprinted polymers for the electrochemical detection of estradiol. Biosens Bioelectron 79:180–186
Wu L, Lin Z, Zhong HP, Chen XM , Huang ZY (2017) Rapid determination of malachite green in water and fish using a fluorescent probe based on CdTe quantum dots coated with molecularly imprinted polymer. Sensors and Actuators B: Chemical 239:69-75
Qiu L, Liu W, Huang M, Zhang L (2010) Preparation and application of solid-phase microextraction fiber based on molecularly imprinted polymer for determination of anabolic steroids in complicated samples. J Chromatogr A 48:7461
Fang G , Lu J, Pan M, Li W, Ren L, Wang S (2011) Substitution of Antibody with Molecularly Imprinted Film in Enzyme-Linked Immunosorbent Assay for Determination of Trace Ractopamine in Urine and Pork Samples. Food Analytical Methods 4 (4):590-597
Deng DL, Zhang JY, Chen C, Hou XL, Su YY, Wu L (2012) Monolithic molecular imprinted polymer fiber for recognition and solid phase microextraction of ephedrine and pseudoephedrine in biological samples prior to capillary electrophoresis analysis. J Chromatogr A 2:195
Zhong Q, Hu Y, Li G (2013) A novel protocol for molecularly imprinted polymer filaments online coupled to GC-MS for the determination of androgenic steroids in urine. J Sep Sci 24:3903
Zhang Q, Jing L, Zhang J, Ren Y, Wang Y, Wang Y, Wei T, Liedberg B (2014) Surface plasmon resonance sensor for femtomolar detection of testosterone with water-compatible macroporous molecularly imprinted film. Anal Biochem 1:7–14
Tan Y, Jing L, Ding Y, Wei T (2015) A novel double-layer molecularly imprinted polymer film based surface plasmon resonance for determination of testosterone in aqueous media. Applied Surface Science 342:84-91
Ray JV, Mirata F, Pérollier C, Arotcarena M, Bayoudh S, Resmini M (2016) Smart coumarin-tagged imprinted polymers for the rapid detection of tamoxifen. Anal Bioanal Chem 7:1855–1861
Gong CB, Wei YB, Liu LT, Zheng AX, Yang YH, Chow CF, Tang Q (2017) Photoresponsive hollow molecularly imprinted polymer for trace triamterene in biological samples. Materials Science & Engineering C 76:568–578
Lin CI, Joseph AK, Chang CK, Wang YC, Yu DL (2003) Synthesis of molecular imprinted organic–inorganic hybrid polymer binding caffeine. Anal Chim Acta 2:175–180
Ho KC, Yeh WM, Tung TS, Liao JY (2005) Amperometric detection of morphine based on poly(3,4-ethylenedioxythiophene) immobilized molecularly imprinted polymer particles prepared by precipitation polymerization. Anal Chim Acta 1:90–96
Madrakian T, Afkhami A, Mahmood-Kashani H, Ahmadi M (2013) Superparamagnetic surface molecularly imprinted nanoparticles for sensitive solid-phase extraction of tramadol from urine samples. Talanta 4:255
Rezaei B, Foroughi-Dehnavi S, Ensafi AA (2015) Fabrication of electrochemical sensor based on molecularly imprinted polymer and nanoparticles for determination trace amounts of morphine. Ionics 10:1–12
Chantada-Vázquez MP, Sánchez-González J, Peña-Vázquez E, Tabernero MJ, Bermejo AM, Bermejo-Barrera P, Moreda-Piñeiro A (2016) Synthesis and characterization of novel molecularly imprinted polymer – coated Mn-doped ZnS quantum dots for specific fluorescent recognition of cocaine. Biosens. Bioelectron Supplement C:213–221
Rodríguez J, Castañeda G, Contento AM, Muñoz L (2012) Direct and fast determination of paclitaxel, morphine and codeine in urine by micellar electrokinetic chromatography. J Chromatogr A 30:66–72
Chericoni S, Stefanelli F, Iannella V, Giusiani M (2014) Simultaneous determination of morphine, codeine and 6-acetyl morphine in human urine and blood samples using direct aqueous derivatisation: validation and application to real cases. J Chromatogr B 4:127–132
Deiminiat B, Rounaghi GH, Arbab-Zavar MH (2017) Development of a new electrochemical imprinted sensor based on poly-pyrrole, sol–gel and multiwall carbon nanotubes for determination of tramadol. Sensors and Actuators B: Chemical 238:651-659
Blomgren A, Berggren C, Holmberg A, Larsson F, Sellergren B, Ensing K (2002) Extraction of clenbuterol from calf urine using a molecularly imprinted polymer followed by quantitation by high-performance liquid chromatography with UV detection. J Chromatogr A 1:157–164
Harun N, Anderson RA, Cormack PA (2010) Analysis of ketamine and norketamine in hair samples using molecularly imprinted solid-phase extraction (MISPE) and liquid chromatography–tandem mass spectrometry (LC-MS/MS). Anal Bioanal Chem 7:2449
Sorribes-Soriano A, Esteve-Turrillas FA, Armenta S, De LGM, Herrero-Martínez JM (2017) Cocaine abuse determination by ion mobility spectrometry using molecular imprinting. J Chromatogr A 1481:23–30
Zhai H, Huang L, Chen Z, Su Z, Yuan K, Liang G, Pan Y (2017) Chip-based molecularly imprinted monolithic capillary array columns coated GO/SiO2 for selective extraction and sensitive determination of rhodamine B in chili powder. Food Chem 214:664–669
Yuan K, Wang J, Zhai H, Chen Z, Huang L, Su Z (2015) Sensitive determination of rose bengal in brown sugar by a molecularly imprinted solid-phase extraction monolithic capillary column coupled with capillary electrophoresis. Anal Methods 19:8297–8303
Lin Z, Wang D, Zhang H, Li L, Huang Z, Shen J, Lin Y (2016) Extraction and determination of malachite green from aquatic products based on molecularly imprinted polymers. Separation Science & Technology 10:1684–1689
Du T, Cheng J, Wu M, Wang X, Zhou H, Cheng M (2014) An in situ immobilized pipette tip solid phase microextraction method based on molecularly imprinted polymer monolith for the selective determination of difenoconazole in tap water and grape juice. J Chromatogr B Analyt Technol Biomed Life Sci 1:104–109
Wang P, Liu X, Su X, Zhu R (2015) Sensitive detection of β-agonists in pork tissue with novel molecularly imprinted polymer extraction followed liquid chromatography coupled tandem mass spectrometry detection. Food Chem 184:72–79
Lian ZR, Wang JT (2013) Study of molecularly imprinted solid-phase extraction of gonyautoxins 2,3 in the cultured dinoflagellate Alexandrium tamarense by high-performance liquid chromatography with fluorescence detection. Environ Pollut 182:385–391
Zhang Z, Cheng Z, Zhang CF, Wang H, Li J (2011) Precipitation polymerization of molecularly imprinted polymers for recognition of melamine molecule. J Appl Polym Sci 2:962–967
Yan H, Liu S, Gao M, Sun N (2013) Ionic liquids modified dummy molecularly imprinted microspheres as solid phase extraction materials for the determination of clenbuterol and clorprenaline in urine. J Chromatogr A 11:10–16
Li L, Lin ZZ, Chen XM, Zhang HY, Lin YD, Lai ZZ, Huang ZY (2015) Molecularly imprinted polymers for extraction of malachite green from fish samples prior to its determination by HPLC. Microchim Acta 9–10:1791–1796
Wei F, Xu G, Wu Y, Wang X, Yang J, Liu L, Zhou P, Hu Q (2016) Molecularly imprinted polymers on dual-color quantum dots for simultaneous detection of norepinephrine and epinephrine. Sensors Actuators B Chem 229:38–46
Guan G, Zhang Z, Wang Z, Liu B, Gao D, Xie C (2007) Single-hole hollow polymer microspheres toward specific high-capacity uptake of target species. Adv Mater 17:2370
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
Ren D, He J, Zhang H (2014) Synthesis, characterization and evaluation of hollow molecularly imprinted polymers for Sudan I. Anal Methods 9:3079
Zhao M, Zhang C, Zhang Y, Guo X, Yan H, Zhang H (2014) Efficient synthesis of narrowly dispersed hydrophilic and magnetic molecularly imprinted polymer microspheres with excellent molecular recognition ability in a real biological sample. Chem Commun 17:2208–2210
Ma Y, Zhang Y, Zhao M, Guo X, Zhang H (2012) Efficient synthesis of narrowly dispersed molecularly imprinted polymer microspheres with multiple stimuli-responsive template binding properties in aqueous media. Chem Commun 50:6217–6219
Ma Y, Pan G, Zhang Y, Guo X, Zhang H (2013) Narrowly dispersed hydrophilic molecularly imprinted polymer nanoparticles for efficient molecular recognition in real aqueous samples Including River water, milk, and bovine serum. Angew Chem Int Ed 5:1511–1514
Jin Y, Jiang M, Shi Y, Lin Y, Peng Y, Dai K, Lu B (2008) Narrowly dispersed molecularly imprinted microspheres prepared by a modified precipitation polymerization method. Anal Chim Acta 1:105–113
Liu Y, Huang Y, Liu J, Wang W, Liu G, Zhao R (2012) Superparamagnetic surface molecularly imprinted nanoparticles for water-soluble pefloxacin mesylate prepared via surface initiated atom transfer radical polymerization and its application in egg sample analysis. J Chromatogr A 13:15–21
Tao J, Gao XD, Peng W, Yan W, Lin YF, Hu XZ, Hao QL, Zhou YK, Mei SR (2009) Determination of trace tetracycline antibiotics in foodstuffs by liquid chromatography-tandem mass spectrometry coupled with selective molecular-imprinted solid-phase extraction. Anal Bioanal Chem 8:2009–2018
Long C, Mai Z, Yang Y, Zhu B, Xu X, Lu L, Zou X (2009) Determination of multi-residue for malachite green, gentian violet and their metabolites in aquatic products by high-performance liquid chromatography coupled with molecularly imprinted solid-phase extraction. J Chromatogr A 12:2275–2281
Luo X, Li C, Duan Y, Zhang H, Zhang D, Zhang C, Sun G, Sun X (2015) Molecularly imprinted polymer prepared by Pickering emulsion polymerization for removal of acephate residues from contaminated waters. J Appl Polym Sci 133:15
Chen H, Son S, Zhang F, Yan J, Li Y, Ding H, Ding L (2015) Rapid preparation of molecularly imprinted polymers by microwave-assisted emulsion polymerization for the extraction of florfenicol in milk. J Chromatogr B 1:32–38
Qiao F, Du J (2013) Rapid screening of clenbuterol hydrochloride in chicken samples by molecularly imprinted matrix solid-phase dispersion coupled with liquid chromatography. J Chromatogr B 3:136
Xu ZX, Fang GZ, Wang S (2010) Molecularly imprinted solid phase extraction coupled to high-performance liquid chromatography for determination of trace dichlorvos residues in vegetables. Food Chem 2:845–850
Sun XL, He XW, Zhang YK, Chen LX (2009) Determination of tetracyclines in food samples by molecularly imprinted monolithic column coupling with high performance liquid chromatography. Talanta 3:926–934
Sun X, He J, Cai G, Lin A, Zheng W, Liu X, Chen L, He X, Zhang Y (2010) Room temperature ionic liquid-mediated molecularly imprinted polymer monolith for the selective recognition of quinolones in pork samples. J Sep Sci 23–24:3786
Hu X, Cai Q, Fan Y, Ye T, Cao Y, Guo C (2012) Molecularly imprinted polymer coated solid-phase microextraction fibers for determination of Sudan I-IV dyes in hot chili powder and poultry feed samples. J Chromatogr A 1:39–46
Tan L, He R, Chen K, Peng R, Huang C, Yang R, Tang Y (2016) Ultra-high performance liquid chromatography combined with mass spectrometry for determination of aflatoxins using dummy molecularly imprinted polymers deposited on silica-coated magnetic nanoparticles. Microchim Acta 4:1469–1477
Wang P, Su X, Shi L, Yuan Y (2016) An aptamer based assay for the β-adrenergic agonist ractopamine based on aggregation of gold nanoparticles in combination with a molecularly imprinted polymer. Microchim Acta 11:2899–2905
Claude B, Morin P, Bayoudh S, De CJ (2008) Interest of molecularly imprinted polymers in the fight against doping. Extraction of tamoxifen and its main metabolite from urine followed by high-performance liquid chromatography with UV detection. J Chromatogr A 1196-1197:81–88
Wang XH, Xie LF, Dong Q, Liu HL, Huang YP, Liu ZS (2015) Synthesis of monodisperse molecularly imprinted microspheres with multi-recognition ability via precipitation polymerization for the selective extraction of cyromazine, melamine, triamterene and trimethoprim. J Chromatogr B Analyt Technol Biomed Life Sci 1007:127–131
Ambrosini S, Shinde S, De LE, Sellergren B (2012) Glucuronide directed molecularly imprinted solid-phase extraction: isolation of testosterone glucuronide from its parent drug in urine. Analyst 1:249–254
Gurtova O, Ye L, Chmilenko F (2013) Potentiometric propranolol-selective sensor based on molecularly imprinted polymer. Anal Bioanal Chem 1:287
Da Silva ATM, De Oliveira HL, Silva CF, Fonseca MC, Pereira TFD, Nascimento CS, De Figueiredo EC, Borges KB (2017) Efficient molecularly imprinted polymer as a pipette-tip solid-phase sorbent for determination of carvedilol enantiomers in human urine. J Chromatogr B 1061-1062:399–410
Tse SBB, Haupt K (2011) Preparation and evaluation of a molecularly imprinted polymer for the selective recognition of testosterone--application to molecularly imprinted sorbent assays. J Mol Recognit Jmr 6:1123
Ahmadi F, Rezaei H, Tahvilian R (2012) Computational-aided design of molecularly imprinted polymer for selective extraction of methadone from plasma and saliva and determination by gas chromatography. J Chromatogr A 24:9–19
Turson M, Zhuang XL, Liu HN, Jiang P, Dong XC (2009) Evaluation of the clenbuterol imprinted monolithic column prepared by reversible addition-fragmentation chain transfer polymerization. Chin Chem Lett 9:1136–1140
Tehrani MS, Vardini MT, Azar PA, Husain SW (2010) Molecularly imprinted polymer based PVC-membrane-coated graphite electrode for the determination of metoprolol. J Iran Chem Soc 3:759–769
Khodadadian M, Ahmadi F (2010) Computer-assisted design and synthesis of molecularly imprinted polymers for selective extraction of acetazolamide from human plasma prior to its voltammetric determination. Talanta 4–5:1446
Nezhadali A, Mojarrab M (2014) Computational study and multivariate optimization of hydrochlorothiazide analysis using molecularly imprinted polymer electrochemical sensor based on carbon nanotube/polypyrrole film. Sensors Actuators B Chem 1:829–837
Djozan D, Farajzadeh MA, Sorouraddin SM, Baheri T (2012) Molecularly imprinted-solid phase extraction combined with simultaneous derivatization and dispersive liquid–liquid microextraction for selective extraction and preconcentration of methamphetamine and ecstasy from urine samples followed by gas chromatogr. J Chromatogr A 14:24–31
Meng L, Meng P, Zhang Q, Wang Y (2013) Fast screening of ketamine in biological samples based on molecularly imprinted photonic hydrogels. Anal Chim Acta 7:86–94
Thibert V, Legeay P, Chapuishugon F, Pichon V (2012) Synthesis and characterization of molecularly imprinted polymers for the selective extraction of cocaine and its metabolite benzoylecgonine from hair extract before LC-MS analysis. Talanta 1:412–419
Ganjavi F, Ansari M, Kazemipour M, Zeidabadinejad L (2017) Computer-aided design and synthesis of a highly selective molecularly imprinted polymer for the extraction and determination of buprenorphine in biological fluids. J Sep Sci 15:3175–3182
Atlabachew M, Torto N, Chandravanshi BS, Rediabshiro M, Chigome S, Mothibedi K, Combrinck S (2016) A (−) norephedrine-based molecularly imprinted polymer for the solid-phase extraction of psychoactive phenylpropylamino alkaloids from Khat (Catha edulis Vahl. Endl.) chewing leaves. Biomed Chromatogr 7:1007–1015
Lendoiro E, De CA, Fernández-Vega H, Cela-Pérez MC, López-Vilariño JM, González-Rodríguez MV, Cruz A, López-Rivadulla M (2014) Molecularly imprinted polymer for selective determination of Δ9-tetrahydrocannabinol and 11-nor-Δ9-tetrahydrocannabinol carboxylic acid using LC-MS/MS in urine and oral fluid. Anal Bioanal Chem 15:3589–3597
Nestić M, Babić S, Pavlović DM, Sutlović D (2013) Molecularly imprinted solid phase extraction for simultaneous determination of Δ9-tetrahydrocannabinol and its main metabolites by gas chromatography-mass spectrometry in urine samples. Forensic Sci Int 1–3:317
Djozan D (2007) Preparation and evaluation of solid-phase microextraction fibers based on monolithic molecularly imprinted polymers for selective extraction of diacetylmorphine and analogous compounds. J Chromatogr A 1–2:16–23
Javanbakht M, Attaran AM (2010) Solid-phase extraction of tramadol from plasma and urine samples using a novel water-compatible molecularly imprinted polymer. J Chromatogr B Analyt Technol Biomed Life Sci 20:1700
Javanbakht M, Moein MM, Akbariadergani B (2012) On-line clean-up and determination of tramadol in human plasma and urine samples using molecularly imprinted monolithic column coupling with HPLC. J Chromatogr B 23:49–54
Azodi-Deilami S, Abdouss M, Hasani SA (2010) Preparation and utilization of a molecularly imprinted polymer for solid phase extraction of tramadol. Cent Eur J Chem 4:861–869
Zhang H, Liu G, Chai C (2012) A novel amperometric sensor based on screen-printed electrode modified with multi-walled carbon nanotubes and molecularly imprinted membrane for rapid determination of ractopamine in pig urine. Chin J Anal Chem 2:103–110
Li X, Li M, Li J, Lei F, Su X, Liu M, Li P, Tan X (2014) Synthesis and characterization of molecularly imprinted polymers with modified rosin as a cross-linker and selective SPE-HPLC detection of basic orange II in foods. Anal Methods 16:6397–6406
Tse SBB, Merlier F, Haupt K (2010) Toward the use of a molecularly imprinted polymer in doping analysis: selective preconcentration and analysis of testosterone and epitestosterone in human urine. Anal Chem 11:4420–4427
Morante-Zarcero S, Sierra I (2012) Simultaneous enantiomeric determination of propranolol, metoprolol, pindolol, and atenolol in natural waters by HPLC on new polysaccharide-based stationary phase using a highly selective molecularly imprinted polymer extraction. Chirality 10:860–866
Dulaurent S, Balkhi SE, Poncelet L, Gaulier JM, Marquet P, Saint-Marcoux F (2016) QuEChERS sample preparation prior to LC-MS/MS determination of opiates, amphetamines, and cocaine metabolites in whole blood. Anal Bioanal Chem 5:1467–1474
Nie J, Zhang DW, Tie C, Zhou YL, Zhang XX (2013) A label-free DNA hairpin biosensor for colorimetric detection of target with suitable functional DNA partners. Biosens Bioelectron 49C:236–242
Johansen SS, Bhatia HM (2007) Quantitative analysis of cocaine and its metabolites in whole blood and urine by high-performance liquid chromatography coupled with tandem mass spectrometry. J Chromatogr B 1–2:338–344
Berg T, Lundanes E, Christophersen AS, Strand DH (2009) Determination of opiates and cocaine in urine by high pH mobile phase reversed phase UPLC-MS/MS. J Chromatogr B 4:421–432
Hua M, Tao M, Wang P, Zhang Y, Wu Z, Chang Y, Yang Y (2010) Label-free electrochemical cocaine aptasensor based on a target-inducing aptamer switching conformation. Analytical Sciences the International Journal of the Japan Society for Analytical Chemistry 12:1265
Fernández P, Morales L, Vázquez C, Bermejo AM, Tabernero MJ (2006) HPLC-DAD determination of opioids, cocaine and their metabolites in plasma. Forensic Sci Int 1:31
Lachenmeier K, Musshoff F, Madea B (2006) Determination of opiates and cocaine in hair using automated enzyme immunoassay screening methodologies followed by gas chromatographic–mass spectrometric (GC–MS) confirmation. Forensic Science International 2:189–199
Qiu L, Zhou H, Zhu W, Qiu L, Jiang J, Shen G, Yu R (2013) A novel label-free fluorescence aptamer-based sensor method for cocaine detection based on isothermal circular strand-displacement amplification and graphene oxide absorption. New J Chem 12:3998–4003
Sánchez-González J, Tabernero MJ, Bermejo AM, Bermejo-Barrera P, Moreda-Piñeiro A (2015) Porous membrane-protected molecularly imprinted polymer micro-solid-phase extraction for analysis of urinary cocaine and its metabolites using liquid chromatography - tandem mass spectrometry. Anal Chim Acta 898:50–59
Ma C, Wang W, Yang Q, Shi C, Cao L (2011) Cocaine detection via rolling circle amplification of short DNA strand separated by magnetic beads. Biosens Bioelectron 7:3309–3312
Hilton JP, Nguyen TH, Pei R, Stojanovic M, Lin Q (2011) A microfluidic affinity sensor for the detection of cocaine. Sensors Actuators A Phys 2:241–246
Taghdisi SM, Danesh NM, Emrani AS, Ramezani M, Abnous K (2015) A novel electrochemical aptasensor based on single-walled carbon nanotubes, gold electrode and complimentary strand of aptamer for ultrasensitive detection of cocaine. Biosens Bioelectron 73:245–250
Emrani AS, Danesh NM, Ramezani M, Taghdisi SM, Abnous K (2016) A novel fluorescent aptasensor based on hairpin structure of complementary strand of aptamer and nanoparticles as a signal amplification approach for ultrasensitive detection of cocaine. Biosens Bioelectron 79:288–293
Li Y, Ji X, Liu B (2011) Chemiluminescence aptasensor for cocaine based on double-functionalized gold nanoprobes and functionalized magnetic microbeads. Anal Bioanal Chem 1:213
Tagliaro F, Antonioli C, De BZ, Ghielmi S, Marigo M (1994) Reversed-phase high-performance liquid chromatographic determination of cocaine in plasma and human hair with direct fluorimetric detection. J Chromatogr A 1–2:207–215
Alizadeh T, Ganjali MR, Zare M, Norouzi P (2010) Development of a voltammetric sensor based on a molecularly imprinted polymer (MIP) for caffeine measurement. Electrochim Acta 5:1568–1574
Djozan D, Farajzadeh MA, Sorouraddin SM, Baheri T (2011) Synthesis and application of high selective monolithic fibers based on molecularly imprinted polymer for SPME of trace methamphetamine. Chromatographia 9:975–983
Liu LK, Yang WM, Wan-Zhen XU, Zhou ZP, Liu H, Yan YS (2014) Molecular simulation assisted design and preparation of magnetic molecularly imprinted polymers and their characteristics. Chin J Anal Chem 2:249–257
Lin LQ, Li YC, Fu Q, He LC, Zhang J, Zhang QQ (2006) Preparation of molecularly imprinted polymer for sinomenine and study on its molecular recognition mechanism. Polymer 11:3792–3798
Pace SJ, Nguyen E, Baria MP, Mojica E-RE (2015) Use of computational modeling in preparation and evaluation of surface imprinted xerogels for binding tetracycline. Microchim Acta 1:69–76
Ahmadi F, Karamian E (2014) Computational aided-molecular imprinted polymer Design for Solid Phase Extraction of Metaproterenol from plasma and determination by voltammetry using modified carbon nanotube electrode. Iran J Pharm Res Ijpr 2:417
Xu J, Zhang Y, Wu K, Zhang L, Ge S, Yu J (2017) A molecularly imprinted polypyrrole for ultrasensitive voltammetric determination of glyphosate. Microchim Acta 7:1959–1967
Wen Y, Liao X, Deng C, Liu G, Yan Q, Li L, Wang X (2017) Imprinted voltammetric streptomycin sensor based on a glassy carbon electrode modified with electropolymerized poly(pyrrole-3-carboxy acid) and electrochemically reduced graphene oxide. Microchim Acta 3:935–941
Rachkov A, Minoura N (2001) Towards molecularly imprinted polymers selective to peptides and proteins. The epitope approach. Biochim Biophys Acta 1–2:255–266
Wang S, Li Y, Ding M, Wu X, Xu J, Wang R, Wen T, Huang W, Zhou P, Ma K (2011) Self-assembly molecularly imprinted polymers of 17β-estradiol on the surface of magnetic nanoparticles for selective separation and detection of estrogenic hormones in feeds. J Chromatogr B Analyt Technol Biomed Life Sci 25:2595–2600
Qiao L, Gan N, Hu F, Wang D, Lan H, Li T, Wang H (2014) Magnetic nanospheres with a molecularly imprinted shell for the preconcentration of diethylstilbestrol. Microchim Acta 11:1341–1351
Hou J, Li H, Wang L, Zhang P, Zhou T, Ding H, Ding L (2016) Rapid microwave-assisted synthesis of molecularly imprinted polymers on carbon quantum dots for fluorescent sensing of tetracycline in milk. Talanta 146:34–40
Zhang Z, Li J, Song X, Ma J, Chen L (2014) Hg2+ ion-imprinted polymers sorbents based on dithizone-Hg2+ chelation for mercury speciation analysis in environmental and biological samples. RSC Adv 87:46444–46453
He C, Liu F, Li K, Liu H (2006) Molecularly imprinted polymer film grafted from porous silica for selective recognition of testosterone. Anal Lett 2:275–286
Zhao XY, Zhang HW, Liang ZJ, Shu YP, Liang Y (2013) Selective recognition of triamterene in biological samples by molecularly imprinted monolithic column with a pseudo template employed. J Sep Sci 9–10:1501–1508
Xu S, Chen L, Li J, Qin W, Ma J (2011) Preparation of hollow porous molecularly imprinted polymers and their applications to solid-phase extraction of triazines in soil samples. J Mater Chem 32:12047–12053
Zhang Y, Li Y, Hu Y, Li G, Chen Y (2010) Preparation of magnetic indole-3-acetic acid imprinted polymer beads with 4-vinylpyridine and β-cyclodextrin as binary monomer via microwave heating initiated polymerization and their application to trace analysis of auxins in plant tissues. J Chromatogr A 47:7337–7344
Zhang W, Qin L, He XW, Li WY, Zhang YK (2009) Novel surface modified molecularly imprinted polymer using acryloyl-beta-cyclodextrin and acrylamide as monomers for selective recognition of lysozyme in aqueous solution. J Chromatogr A 21:4560–4567
Yan H, Cheng X, Sun N (2013) Synthesis of multi-core-shell magnetic molecularly imprinted microspheres for rapid recognition of dicofol in tea. J Agric Food Chem 11:2896–2901
Long Z, Xu W, Yi L, Qiu H (2016) Nanosilica-based molecularly imprinted polymer nanoshell for specific recognition and determination of rhodamine B in red wine and beverages. J Chromatogr B 1029–1030:230–238
Long Z, Xu W, Peng Y, Lu Y, Luo Q, Qiu H (2016) Highly selective coextraction of rhodamine B and dibenzyl phthalate based on high-density dual-template imprinted shells on silica microparticles. J Sep Sci 2:506–513
Li YH, Yang T, Qi XL, Qiao YW, Deng AP (2008) Development of a group selective molecularly imprinted polymers based solid phase extraction of malachite green from fish water and fish feed samples. Anal Chim Acta 2:317–325
Acknowledgements
This work was supported by the National Natural Science Foundation of China (Grant No. 81402899) and Shandong Provincial Natural Science Foundation, China (No. ZR2014HP020).
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Xiao, D., Jiang, Y. & Bi, Y. Molecularly imprinted polymers for the detection of illegal drugs and additives: a review. Microchim Acta 185, 247 (2018). https://doi.org/10.1007/s00604-018-2735-4
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DOI: https://doi.org/10.1007/s00604-018-2735-4