Fabrication of electrochemical sensor based on molecularly imprinted polymer and nanoparticles for determination trace amounts of morphine

Ionics

Volumn 21, Issue 10, 2015, Pages 2969-2980

  Rezaei, Behzad ^a   Foroughi Dehnavi, Shervin ^a   Ensafi, Ali Asghar ^a  

^a ISFAHAN UNIVERSITY OF TECHNOLOGY   (Iran)

Author keywords

Au nanoparticles; Electrochemical sensor; Molecularly imprinted polymer; Morphine; Multiwall carbon nanotubes; Pencil graphite electrode

Indexed keywords

CARBON; CARBON NANOTUBES; COPOLYMERS; CURVE FITTING; CYCLIC VOLTAMMETRY; ELECTROCHEMICAL IMPEDANCE SPECTROSCOPY; ELECTROCHEMICAL SENSORS; ELECTRODES; GOLD; GRAPHITE; GRAPHITE ELECTRODES; MULTIWALLED CARBON NANOTUBES (MWCN); NANOPARTICLES; POLYMERS; VOLTAMMETRY; YARN;

AU NANOPARTICLE; EFFECTIVE PARAMETERS; ELECTROCHEMICAL METHODS; MOLECULARLY IMPRINTED POLYMER; MORPHINE; PENCIL GRAPHITE ELECTRODE; RELATIVE STANDARD DEVIATIONS; SQUARE WAVE VOLTAMMETRY;

ELECTROCHEMICAL ELECTRODES;

EID: 84941937533     PISSN: 09477047     EISSN: 18620760     Source Type: Journal    
DOI: 10.1007/s11581-015-1458-3     Document Type: Article

References (72)

1. World Health Organization (1986) Cancer pain relief, 2nd edn. World Health Organization, Geneva, p 21
2. Wasels R, Belleville F (1994) Gas chromatographic-mass spectrometric procedures used for the identification and determination of morphine, codeine and 6-monoacetylmorphine. J Chromatogr A 674:225–234
3. Tagliaro F, Franchi D, Dorizzi R, Marigo M (1989) High-performance liquid chromatographic determination of morphine in biological samples: an overview of separation methods and detection techniques. J Chromatogr 488:215–228
4. Milne RW, Nation RL, Somogyi AA (1996) The disposition of morphine and its 3- and 6-glucuronide metabolites in humans and animals, and the importance of the metabolites to the pharmacological effects of morphine. Drug Metab Rev 28:345–472
5. Jordan PH, Hart JP (1991) Voltammetric behaviour of morphine at a glassy carbon electrode and its determination in human serum by liquid chromatography with electrochemical detection under basic conditions. Analyst 116:991–996
6. Christrup LL (1997) Morphine metabolites. Acta Anaesthesiol Scand 41:116–122
7. Meng QC, Cepeda MS, Kramer T, Zou H, Matoka DJ, Farrar J (2001) High-performance liquid chromatographic determination of morphine and its 3- and 6- glucuronide metabolites by two-step solid-phase extraction. J Chromatogr B 742:115–123
8. Yin C, Tang C, Wu X (2003) HPLC determination of aminophylline, methoxy phenamine hydrochloride, noscapine and … forms with an aqueous-organic mobile phase. J Pharm Biomed Anal 33:39–43
9. Ary K, Rona K, Pharm J (2001) LC Determination of morphine and morphine glucuronides in human plasma by coulometric and UV detection. J Pharm Biomed Anal 26:179–187
10. Soares ME, Seabra V, Bastos ML (1992) Comparative-study of different extractive procedures to quantify morphine in urine by HPLC-UV. J Liq Chromatogr 15:1533–1541
11. Bermejo AM, Ramos I, Fernandez P, Lopezrivadulla M, Cruz A, Chirotti M, Fucci N, Marsilli R (1992) Morphine determination by gas chromatography/mass spectrospcopy in human vitreous humor and comparison with radioimmunoassay. J Anal Toxicol 16:372–374
12. Guillot JG, Lefebvre M, Weber JP (1997) Determination of heroin, 6-acetylmorphine, and morphine in biological fluids using their propionyl derivatives with ion trap GC-MS. J Anal Toxicol 21:127–133
13. Leis HJ, Fauler G, Raspotnig G, Windischhofer W (2000) Quantitative analysis of morphine in human plasma by gas chromatography-negative ion chemical ionization mass spectrometry. J Chromatogr B Biomed Sci Appl 744:113–119
14. Meatherall R (1999) GC-MS confirmation of codeine, morphine, 6-acetylmorphine, hydro-codone, hydromorphone, oxycodone, and oxymorphone in urine. J Anal Toxicol 23:177–186
15. Dienes-Nagy A, Rivier L, Giroud C, Augsburger M, Mangin P (1999) Method for quantification of morphine and its 3- and 6-glucuronides, codeine, codeine glucuronide and 6-monoacetylmorphine in human blood by liquid chromatography-electrospray mass spectrometry for routine analysis in forensic toxicology. J Chromatogr A 854:109–118
16. Alnajjar A, McCord B (2003) Determination of heroin metabolites in human urine using capillary zone electrophoresis with β-cyclodextrin and UV detection. J Pharm Biomed Anal 33:463–473
17. Idris AM, Alnajjar AO (2008) Exploiting sequential injection analysis to automate on-line sample treatment and quantitative determination of morphine in human urine. Talanta 77:522–526
18. Meadway C, George S, Braithwaite R (2002) A rapid GC-MS method for the determination of dihydrocodeine, codeine, norcodeine, morphine, normorphine and 6-MAM in urine. Forensic Sci Int 127:136–141
19. Whittington D, Kharasch ED (2003) Determination of morphine and morphine glucuronides in human plasma by 96-well plate solid-phase extraction and liquid chromatography-electrospray ionization mass spectrometry. J Chromatogr B 796:95–103
20. Mabuchi M, Takatsuka S, Matsuoka M, Tagawa K (2004) Determination of morphine, morphine-3-glucuronide and morphine-6-glucuronide in monkey and dog plasma by high-performance liquid chromatography-electrospray ionization tandem mass spectrometry. J Pharm Biomed Anal 35:563–573
21. Salimi A, Hallaj R, Khayatian GR (2005) Amperometric detection of morphine at preheated glassy carbon electrode modified with multiwall carbon nanotubes. Electroanalysis 17:873–879
22. Niazi A, Ghasemi J, Zendehdel M (2007) Simultaneous voltammetric determination of morphine and noscapine by adsorptive differential pulse stripping method and least-squares support vector machines. Talanta 74:247–254
23. Pournaghi-Azar MH, Saadatirad A (2008) Simultaneous voltammetric and amperometric determination of morphine and codeine using a chemically modified-palladized aluminum electrode. J Electroanal Chem 624:293–298
24. Ho KC, Chen CY, Hsu HC, Chen LC, Shiesh SC, Lin XZ (2004) Amperometric detection of morphine at a Prussian blue-modified indium tin oxide electrode. Biosens Bioelectron 20:3–8
25. Niazi A, Yazdanipour A (2008) Determination of trace amounts of morphine in human plasma by anodic adsorptive stripping differential pulse voltammetry. Chin Chem Lett 19:465–468
26. Xu F, Gao M, Wang L, Zhou T, Jin L, Jin J (2002) Amperometric determination of morphine on cobalt hexacyanoferrate modified electrode in rat brain microdialysates. Talanta 58:427–432
27. Sun IW, Cheng HL (2001) Square-Wave Voltammetric Detection of Apomorphine on a Nafion Film Modified Glassy Carbon Electrode. Electroanalysis 13:1544–1546
28. Dimitriev Y, Ivanova Y, Iordanova R (2008) History of sol-gel science and technology. J Univ Chem Technol Metall 43:181–192
29. Wulff G, Sarhan A, Zabrocki K (1973) Enzyme-analogue built polymers and their use for the resolution of racemates. Tetrahedron Lett 14:4329–4332
30. Vlatakis G, Andersson LI, Müller R, Mosbach K (1993) Drug assay using antibody mimics made by molecular imprinting. Nature 361:645–647
31. Lanza F, Sellergren B (2001) The application of molecular imprinting technology to solid phase extraction. Chromatographia 53:599–611
32. Andersson LI (2000) Molecular imprinting for drug bioanalysis, a review on the application of imprinted polymers to solid-phase extraction and binding assay. J Chromatogr B 739:163–173
33. Piacham T, Nantasenamat C, Suksrichavalit T, Puttipanyalears C, Pissawong T, Maneewas S, Isarankura-Na-Ayudhya C, Prachayasittikul V (2009) Synthesis and theoretical study of molecularly imprinted nanospheres for recognition of tocopherols. Molecules 14:2985–3002
34. Jiang XM, Zhao CD, Jiang N, Zhang HX, Liu MC (2008) Selective solid-phase extraction using molecular imprinted polymer for the analysis of diethylstilbestrol. Food Chem 108:1061–1067
35. Dickert FL, Hayden O (2002) Bioimprinting of polymers and sol-gel-phase. Selective detection of yeasts with imprinted polymers. Anal Chem 74:1302–1306
36. Horemans F, Alenus J, Bongaers E, Weustenraed A, Thoelen R, Duchateau J, Lutsen L, Vanderzande D, Wagner P, Cleij TJ (2010) MIP-based sensor platforms for the detection of histamine in the nano- and micromolar range in aqueous media. Sensors Actuators B Chem 148:392–398
37. Jafari MT, Rezaei B, Zaker B (2009) Ion mobility spectrometry as a detector for molecular imprinted polymer separation and metronidazole determination in pharmaceutical and human serum samples. Anal Chem 81:3585–3591
38. Mayes AG, Mosbach K (1996) Molecularly imprinted polymer beads: suspension polymerization using a liquid perfluorocarbon as the dispersing phase. Anal Chem 68:3769–3774
39. Kempe M, Mosbach K (1995) Separation of amino acids, peptides and proteins on molecularly imprinted stationary phases. J Chromatogr A 691:317–323
40. Bossi A, Piletsky SA, Piletska EV, Righetti PG, Turner APF (2001) Surface-grafted molecularly imprinted polymers for protein recognition. Anal Chem 73:5281–5286
41. Bossi A, Bonini F, Turner APF, Piletsky SA (2007) Molecularly imprinted polymers for the recognition of proteins: the state of the art. Biosens Bioelectron 22:1131–1137
42. Bonini F, Piletsky S, Turner APF, Speghetti A, Bossi A (2007) Surface imprinted beads for the recognition of human serum albumin. Biosens Bioelectron 22:2322–2328
43. Bereli N, Andac M, Baydemir G, Say R, Galaev IY, Denizli A (2008) Protein recognition via ion-coordinated molecularly imprinted supermacroporous cryogels. J Chromatogr A 1190:18–26
44. Wang Y, Zhang Z, Jain V, Yi J, Mueller S, Sokolov J, Liu Z, Levon K, Rigas B, Rafailovich MH (2010) Potentiometric sensors based on surface molecular imprinting: detection of cancer biomarkers and viruses. Sensors Actuators B Chem 146:381–387
45. Sherigara BS, Kutner W, D’Souza F (2003) Electrocatalytic properties and sensor applications of fullerenes and carbon nanotubes. Electroanalysis 15:753–772
46. Jorio A, Dresselhaus MS, Dresselhaus G (2008) Carbon nanotubes. Springer-Verlag Berlin Heidelberg 111:673–709
47. Wang Z, Liang Q, Wang YI, Luo G (2003) Carbon nanotube-intercalated graphite electrodes for simultaneous determination of dopamine and serotonin in the presence of ascorbic acid. J Electroanal Chem 540:129–134
48. Rivas GA, Rubianes MD, Rodriguez MC, Ferreyra NF, Luque GL, Pedano ML, Miscoria SA, Parrado C (2007) Carbon nanotubes for electrochemical biosensing. Talanta 74:291–307
49. Ensafi AA, Karimi-Maleh H (2010) Ferrocenedicarboxylic acid modified multiwall carbon nanotubes paste electrode for voltammetric determination of sulfite. Int J Electrochem Sci 5:392–406
50. Raoof J, Jahanshahi M, Momeni Ahangar S (2010) Nickel particles dispersed into poly (o-anisidine) and poly (oanisidine)/multi-walled carbon nanotube modified glassy carbon electrodes for electrocatalytic oxidation of methanol. Int J Electrochem Sci 5:517–530
51. Wooten M, Gorski W (2010) Facilitation of NADH electrooxidation at treated carbon nanotubes. Anal Chem 82:1299–1304
52. Ardakani MM, Beitollahi H, Ganjipour B, Naeimi H (2010) Novel carbon nanotube paste electrode for simultaneous determination of norepinephrine, uric acid and d-penicillamine. Int J Electrochem Sci 5:531–546
53. Rezaei B, Majidi N, Ensafi AA, Karimi-Maleh H (2011) Molecularly imprinted-multiwall carbon nanotube paste electrode as a biosensor for voltammetric detection of rutin. Anal Methods 3:2510–2516
54. Rezaei B, Mirahmadi-Zare SZ (2011) Nanoscale manipulation of prednisolone as electroactive configuration using molecularly imprinted-multiwalled carbon nanotube paste electrode. Electroanalysis 23:2724–2734
55. Zhang Z, Hu Y, Zhang H, Luo L, Yao S (2010) Electrochemical layer-by-layer modified imprinted sensor based on multi-walled carbon nanotubes and sol-gel materials for sensitive determination of thymidine. J Electroanal Chem 644:7–12
56. Lee W, Scholz R, Nielsch K, Gösele U (2005) A template-based electrochemical method for the synthesis of multisegmented metallic nanotubes. Angew Chem Int Ed 44:6050–6054
57. Kan X, Zhao Y, Geng Z, Wang Z, Zhu J (2008) Composites of multiwalled carbon nanotubes and molecularly imprinted polymers for dopamine recognition. J Phys Chem C 112:4849–4854
58. Chen P, Nien P, Hu C, Ho K (2010) Detection of uric acid based on multi-walled carbon nanotubes polymerized with a layer of molecularly imprinted PMAA. Sensors Actuators B Chem 146:466–471
59. Zhang Z, Hu Y, Zhang H, Yao S (2010) Novel layer-by-layer assembly molecularly imprinted sol-gel sensor for selective recognition of clindamycin based on Au electrode decorated by multi-wall carbon nanotube. J Colloid Interface Sci 344:158–164
60. Zhang Z, Hu Y, Zhang H, Luo L, Yao S (2010) Electrochemical layer-by-layer modified imprinted sensor based on multi-walled carbon nanotubes and solgel materials for sensitive determination of thymidine. J Electroanal Chem 644:7–12
61. Zhang J, Wang Y, Lvr Xu L (2010) Electrochemical tolazoline sensor based on gold nano-particles and imprinted poly-o-aminothiophenol film. Electrochim Acta 55:4039–4044
62. Tehrani MS, Vardini MT, Abroomand Azar P, Husain SW (2010) Molecularly imprinted polymer based PVC-membrane-coated graphite electrode for the determination of metoprolol. Int J Electrochem Sci 5:88–104
63. Panasyuk TL, Mirsky VM, Piletsky SA, Wolfbei OS (1999) Electropolymerized molecularly imprinted polymers as receptor layers in capacitive chemical sensors. Anal Chem 71:4609–4613
64. Rezaei B, Rahmanian O (2011) Nanolayer treatment to realize suitable configuration for electrochemical allopurinol sensor based on molecular imprinting recognition sites on multiwall carbon nanotube surface. Sensors Actuators B Chem 160:99–104
65. Li J, Lin XQ (2007) Electrodeposition of gold nanoclusters on overoxidized polypyrrole film modified glassy carbon electrode and its application for the simultaneous determination of epinephrine and uric acid under coexistence of ascorbic acid. Anal Chim Acta 596:222–230
66. Grzelczak M, Pérez-Juste J, Mulvaney P, Liz-Marzán LM (2008) Shape control in gold nanoparticle synthesis. Chem Soc Rev 37:1783–1791
67. Atta NF, Galal A, Azeb M (2011) Electrochemical morphine sensing using gold nanoparticles modified carbon paste electrode. Int J Electrochem Sci 6:5066–5081
68. Atta NF, Galal A, Wassel AA, Ibrahim AH (2012) Sensitive electrochemical determination of morphine using gold nanoparticles–ferrocene modified carbon paste electrode. Int J Electrochem Sci 7:10501–10518
69. Atta NF, Galal A, Ahmed RA (2011) Direct and simple electrochemical determination of morphine at PEDOT modified Pt electrode. Electroanalysis 23:737–746
70. Ensafi AA, Heydari-Bafrooei E, Rezaei B (2013) Different interaction of codeine and morphine with DNA: a concept for simultaneous determination. Biosens Bioelectron 41:627–633
71. Mokhtari A, Karimi-Maleh H, Ensafi AA, Beitollahi H (2012) Application of modified multiwall carbon nanotubes paste electrode for simultaneous voltammetric determination of morphine and diclofenac in biological and pharmaceutical samples. Sensors Actuators B Chem 169:96–105
72. Ensafi AA, Rezaei B, Krimi-Maleh H (2011) An ionic liquid-type multiwall carbon nanotubes paste electrode for electrochemical investigation and determination of morphine. Ionics 17:659–668