Synthesis and characterization of molecularly imprinted polymers for recognition of ciprofloxacin

LIU Pengyan, LIU Lei, ZHANG Li, JIANG Ning, LIU Zhanli, WANG Yun

PDF(98 KB)
PDF(98 KB)
Front. Chem. China ›› 2008, Vol. 3 ›› Issue (4) : 378-383. DOI: 10.1007/s11458-008-0085-1

Synthesis and characterization of molecularly imprinted polymers for recognition of ciprofloxacin

  • LIU Pengyan, LIU Lei, ZHANG Li, JIANG Ning, LIU Zhanli, WANG Yun
Author information +
History +

Abstract

A molecularly imprinted polymer (MIP), with special molecule recognition properties of ciprofloxacin (CIP), was prepared by thermal polymerization in which ciprofloxacin acted as template molecule, ?-methacrylic acid (MAA) acted as functional monomer and trimethylolpropane trimethylacrylate (TRIM) acted as crosslinker. The optimized ratio was determined to be n(CIP): n(MMA):n(TRIM) = 1:6:16 by investigation of the effects of different concentrations of functional monomer and the crosslinker on the MIP’s recognition properties. Equilibrium binding experiment was used to investigate the adsorption dynamics, the binding ability to template molecule and the substrate selectivity. Scatchard analysis was used to study the MIP’s binding characteristic to template molecule. The results indicated that MIP has higher adsorption ability and selectivity. The equilibrium distribution coefficient KD was 41.64 and the separation factor ? was 1.62. Scatchard analysis showed that two different kinds of binding sites were produced in the polymer matrix and their dissociation constants were calculated to be Kd1 = 5.249 × 10-5 mol·L-1, Kd2 = 2.237 × 10-3 mol·L-1.

Cite this article

Download citation ▾
LIU Pengyan, LIU Lei, ZHANG Li, JIANG Ning, LIU Zhanli, WANG Yun. Synthesis and characterization of molecularly imprinted polymers for recognition of ciprofloxacin. Front. Chem. China, 2008, 3(4): 378‒383 https://doi.org/10.1007/s11458-008-0085-1

References

1. Jiang Zhongyi, Wu Hong . The molecular imprintingtechnique. Beijing: Chemical Industry Press, 2003 . 1 (in Chinese)
2. Wulff G, Sarhan A, Zabrocki K . Enzyme-analogue built polymers and their use for theresolution of racemates. Tetrahedron Lett, 1973, 14(44): 4329–4332. doi:10.1016/S0040-4039(01)87213-0
3. Vlatakis G, Andersson L I, Muller R, Mosbach K . Drugassay using antibody mimics made by molecular imprinting. Nature, 1993, 361: 645–647. doi:10.1038/361645a0
4. Wulff G, Vesper W . Preparation of chromatographicsorbents with chiral cavities for racemic resolution. J Chromatogr, 1978, 167: 171–186. doi:10.1016/S0021-9673(00)91156-7
5. Sambe H, Hoshina K, Haginaka J . Molecularly imprinted polymers for triazine herbicidesprepared by multi-step swelling and polymerization method: Their applicationto the determination of methylthiotriazine herbicides in river water. J Chromatogr A, 2007, 1152(1–2): 130–137. doi:10.1016/j.chroma.2006.09.003
6. Sellegren B . Directdrug determination by selective sample enrichment on an imprintedpolymer. Anal Chem, 1994, 66(9): 1578–1582. doi:10.1021/ac00081a036
7. Beltran A, Caro E, Marcé R M, Cormack P A G, Sherrington D C, Borrull F . Synthesis and application of a carbamazepine-imprintedpolymer for solid-phase extraction from urine and wastewater. Anal Chim Acta, 2007, 597(1): 6–11. doi:10.1016/j.aca.2007.06.040
8. Tabushi I, Kurihara K, Naka K, Yamamura K, Hatakeyama H . Supramolecular sensor basedon SnO2 electrode modified withoctadecylsilylmonolayer having molecular binding sites. Tetrahedron Lett, 1987, 28(37): 4299–4302. doi:10.1016/S0040-4039(00)96490-6
9. Wang Wen, He Shitang, Li Shunzhou, Liu Minghua, Pan Yong . Enhanced sensitivity of SAWgas sensor coated molecularly imprinted polymer incorporating highfrequency stability oscillator. Sensorsand Actuators B: Chemical, 2007, 125(2): 422–427. doi:10.1016/j.snb.2007.02.037
10. Hedborg E, Winquist F, Lundström I, Andersson L I, Mosbach K . Some studies of molecularly-imprintedpolymer membranes in combination with field-effect devices. Sensors and actuators A: Physical, 1993, 37–38: 796–799. doi:10.1016/0924-4247(93)80134-3
11. Lin H Y, Rick J, Chou T Ch . Optimizing the formulation of a myoglobin molecularlyimprinted thin-film polymer-formed using a micro-contact imprintingmethod. Biosensors and Bioelectronics, 2007, 22(12): 3293–3301. doi:10.1016/j.bios.2006.11.015
12. Li Junsuo, Qiu Yueming, Wang Chao . Drug residue analysis. shanghai: shanghai scientificand technical publishers, 2002 . 257
13. Liu Mingliang . The evolvement of Quinolones. World noteson antibiotics, 2006, 27(2): 69–75
14. Andreu V, Blasco C, Picó Y . Analytical strategies to determine quinolone residuesin food and the environment. Trends AnalChem, 2007, 26(6): 534–556. doi:10.1016/j.trac.2007.01.010
15. Caro E, Marcé R M, Cormack P A G, Sherrington D C, Borrull F . Direct determination of ciprofloxacinby mass spectrometry after a two-step solid-phase extraction usinga molecularly imprinted polymer. J SepSci, 2006, 29(9): 1230–1236. doi:10.1002/jssc.200500439
16. Caro E, Marcé R M, Cormack P A G, Sherrington D C, Borrull F . Novel enrofloxacin imprintedpolymer applied to the solid-phase extraction of fluorinated quinolonesfrom urine and tissue samples. Anal ChimActa, 2006, 562(2): 145–151. doi:10.1016/j.aca.2006.01.080
17. Sun Hui, Dong Xiangchao, Lü Xianyu, Wang Haibo, Han Jianfang . Separation and determination of fluoroquinoloneswith a molecularly imprinted polymer. ChineseJournal of Chromatography, 2003, 21(3): 233–238
18. Du Xiaoyan, Peng Tao, Li Junsuo . Preparation and binding characteristics of molecularlyimprinted oolymers for sarafloxacin. ChineseJournal of Analytical Chemistry, 2003, 31(6): 720–722 (in Chinese)
19. Bing Naci, Xu Zhenliang, Yang Zuoguo, Wang Xuejun, Feng Jianli . Characteristics of levofloxacin imprintedpolymers prepared via thermal polymerization method. Chinese Journal of Applied Chemistry, 2006, 23(10): 1085–1089 (inChinese)
20. Gao Jungang, Liu Zhanli, Liu Pengyan, Jiang Ning, Preparationof MAA/TRIM molecularly imprinted polymers and binding selectivityfor ciprofloxacin. Chemical Journal onInternet, 2007, 2: 6
21. Yanmamura H I, Kuhar M J . Neurotransmitter receptorbinding. New York: Raven Press, 1985 . 485–489
22. Ramstrom O, Anderson I, Mosbach K . Recognition sites incorporating both pyridinyl and carboxyfunctionalities prepared by molecular imprinting. J Org Chem, 1993, 58(26): 7562–7564. doi:10.1021/jo00078a041
23. Wulff G, Vesper W, Grobe-Einsler R, Sarhan A . Enzyme-analoguebuilt polymers, 4) on the synthesis of polymers containing chiralcavities and their use for the resolution of racemates. Makromol Chem, 1977, 178: 2799–2816. doi:10.1002/macp.1977.021781004
PDF(98 KB)

Accesses

Citations

Detail

Sections
Recommended

/