Full Text:   <774>

Summary:  <407>

CLC number: S188

On-line Access: 2016-06-03

Received: 2015-09-16

Revision Accepted: 2016-01-25

Crosschecked: 2016-05-12

Cited: 0

Clicked: 1674

Citations:  Bibtex RefMan EndNote GB/T7714

 ORCID:

Sheng-rong Shen

http://orcid.org/0000-0003-4096-1693

-   Go to

Article info.
Open peer comments

Journal of Zhejiang University SCIENCE B 2016 Vol.17 No.6 P.465-475

http://doi.org/10.1631/jzus.B1500225


Molecularly imprinted polymers as the extracted sorbents of clenbuterol ahead of liquid chromatographic determination


Author(s):  Sovichea Lay, Hai-ning Yu, Bao-xiang Hu, Sheng-rong Shen

Affiliation(s):  Department of Food Science and Nutrition, Zhejiang University, Hangzhou 310058, China; more

Corresponding email(s):   shrshen@zju.edu.cn

Key Words:  Molecularly imprinted polymer (MIP), Molecularly imprinted solid-phase extraction (MISPE), Clenbuterol, Cyclodextrin


Sovichea Lay, Hai-ning Yu, Bao-xiang Hu, Sheng-rong Shen. Molecularly imprinted polymers as the extracted sorbents of clenbuterol ahead of liquid chromatographic determination[J]. Journal of Zhejiang University Science B, 2016, 17(6): 465-475.

@article{title="Molecularly imprinted polymers as the extracted sorbents of clenbuterol ahead of liquid chromatographic determination",
author="Sovichea Lay, Hai-ning Yu, Bao-xiang Hu, Sheng-rong Shen",
journal="Journal of Zhejiang University Science B",
volume="17",
number="6",
pages="465-475",
year="2016",
publisher="Zhejiang University Press & Springer",
doi="10.1631/jzus.B1500225"
}

%0 Journal Article
%T Molecularly imprinted polymers as the extracted sorbents of clenbuterol ahead of liquid chromatographic determination
%A Sovichea Lay
%A Hai-ning Yu
%A Bao-xiang Hu
%A Sheng-rong Shen
%J Journal of Zhejiang University SCIENCE B
%V 17
%N 6
%P 465-475
%@ 1673-1581
%D 2016
%I Zhejiang University Press & Springer
%DOI 10.1631/jzus.B1500225

TY - JOUR
T1 - Molecularly imprinted polymers as the extracted sorbents of clenbuterol ahead of liquid chromatographic determination
A1 - Sovichea Lay
A1 - Hai-ning Yu
A1 - Bao-xiang Hu
A1 - Sheng-rong Shen
J0 - Journal of Zhejiang University Science B
VL - 17
IS - 6
SP - 465
EP - 475
%@ 1673-1581
Y1 - 2016
PB - Zhejiang University Press & Springer
ER -
DOI - 10.1631/jzus.B1500225


Abstract: 
A pre-treatment methodology for clenbuterol hydrochloride (CLEN) isolation and enrichment in a complex matrix environment was developed through exploiting molecularly imprinted polymers (MIPs). CLEN-imprinted polymers were synthesized by the combined use of ally-β-cyclodextrin (ally-β-CD) and methacrylic acid (MAA), allyl-β-CD and acrylonitrile (AN), and allyl-β-CD and methyl methacrylate (MMA) as the binary functional monomers. MAA-linked allyl-β-CD MIPs (M-MAA) were characterized by Fourier transform-infrared (FT-IR) spectroscopy and a scanning electron microscope (SEM). Based upon the results, M-MAA polymers generally proved to be an excellent selective extraction compared to its references: AN-linked allyl-β-CD MIPs (M-AN) and MMA-linked allyl-β-CD MIPs (M-MMA). M-MAA polymers were eventually chosen to run through a molecularly imprinted solid-phase extraction (MISPE) micro-column to enrich CLEN residues spiked in pig livers. A high recovery was achieved, ranging from 91.03% to 96.76% with relative standard deviation (RSD) ≤4.45%.

分子印迹聚合物作为吸附剂结合液相色谱法测定盐酸克仑特罗

目的:测定猪肝脏中微量盐酸克仑特罗的残留量。
创新点:开发一种新的瘦肉精检测方法。
方法:用β-环糊精(ally-β-CD)和甲基丙烯酸(MAA)为功能单体制作分子印迹聚合物(MIP),以盐酸克伦特罗作为模板,用乙烯乙二醇二甲基丙烯酸酯(EGDMA)作为交联剂。联合使用ally-β-CD和MAA作为二元功能单体,能合成高质量的盐酸克伦特罗模板。
结论:与丙烯腈制作的MIP(M-AN)和甲基丙烯酸甲酯制作的MIP(M-MMA)相比,MAA制作的MIP聚合物(M-MAA)被证明具有更好的选择性萃取能力,被用来进行分子印记固相萃取猪肝中残留物。研究结果发现,其回收率高(91.03%~96.76%),且相对标准偏差低(RSD≤4.45%)。因此,这种方法可以用于食品质量和安全的分析,具有简单、成本低廉的特点,能够快速检测猪肝中的瘦肉精残留量。

关键词:分子印迹聚合物;分子印迹固相萃取;盐酸克仑特罗;β-环糊精

Darkslateblue:Affiliate; Royal Blue:Author; Turquoise:Article

Reference

[1]Barbosa, J., Cruz, C., Martins, J., et al., 2005. Food poisoning by clenbuterol in Portugal. Food Addit. Contam., 22(6):563-566.

[2]Beltran, A., Borrull, F., Marcé, R.M., et al., 2010. Molecularly-imprinted polymers: useful sorbents for selective extractions. TrAC Trends Anal. Chem., 29(11):1363-1375.

[3]Bilbao Garay, J., Hoyo Jiménez, J.E., López Jiménez, M., et al., 1997. Clenbuterol poisoning. Clinical and analytical data on an outbreak in Móstoles, Madrid. Rev. Clin. Esp., 197(2):92-95 (in Spanish).

[4]Brambilla, G., Loizzo, A., Fontana, L., et al., 1997. Food poisoning following consumption of clenbuterol-treated veal in Italy. J. Am. Med. Assoc., 278(8):635-640.

[5]Bruins, C.H.P., Jeronimus-Stratingh, C.M., Ensing, K., et al., 1999. On-line coupling of solid-phase extraction with mass spectrometry for the analysis of biological samples: I. Determination of clenbuterol in urine. J. Chromatogr. A, 863(1):115-122.

[6]Chen, C.Z., Chen, C.C., Chung, Y.C., 2007. Removal of phthalate esters by α-cyclodextrin-linked chitosan bead. J. Bioresource Technol., 98(13):2578-2583.

[7]Courtheyn, D., Desaever, C., Verhe, R., 1991. High-performance liquid chromatographic determination of clenbuterol and cimaterol using post-column derivatization. J. Chromatogr. B, 564(2):537-549.

[8]Crescenzi, C., Bayoudh, S., Cormack, P.A.G., et al., 2001. Determination of clenbuterol in bovine liver by combining matrix solid-phase dispersion and molecularly imprinted solid-phase extraction followed by liquid chromatography/electrospray ion trap multiple-stage mass spectrometry. Anal. Chem., 73(10):2171-2177.

[9]de Wasch, K., de Brabander, H., Courtheyn, D., 1998. LC-MS-MS to detect and identify four beta-agonists and quantify clenbuterol in liver. Analyst, 123:2701-2705.

[10]Du, W., Lei, C.M., Zhang, S.R., et al., 2014. Determination of clenbuterol from pork samples using surface molecularly imprinted polymers as the selective sorbents for microextraction in packed syringe. J. Pharm. Biomed. Anal., 91:160-168.

[11]He, J., Lv, R., Zhu, J., et al., 2010. Selective solid-phase extraction of dibutyl phthalate from soybean milk using molecular imprinted polymers. Anal. Chim. Acta, 661(2):215-221.

[12]Hiratsuka, Y., Funaya, N., Matsunaga, H., et al., 2013. Preparation of magnetic molecularly imprinted polymers for bisphenol A and its analogues and their application to the assay of bisphenol A in river water. J. Pharm. Biomed. Anal., 75:180-185.

[13]Horne, E., O'Keeffe, M., Desbrow, C., et al., 1998. A novel sorbent for the determination of clenbuterol in bovine liver. Analyst, 123:2517-2520.

[14]Huy, B.T., Seo, M.H., Zhang, X.F., et al., 2014. Selective optosensing of clenbuterol and melamine using molecularly imprinted polymer-capped CdTe quantum dots. Biosens. Bioelectron., 57:310-316.

[15]Kang, Y.F., Duan, W.P., Li, Y., et al., 2012. Molecularly imprinted polymers of allyl-β-cyclodextrin and methacrylic acid for the solid-phase extraction of phthalate. Carbohydr. Polym., 88(2):459-464.

[16]Keskin, S., Özer, D., Temizer, A., 1998. Gas chromatography-mass spectrometric analysis of clenbuterol from urine. J. Pharm. Biomed. Anal., 18(4-5):639-644.

[17]Li, C., Wu, Y.L., Yang, T., et al., 2010. Simultaneous determination of clenbuterol, salbutamol and ractopamine in milk by reversed-phase liquid chromatography tandem mass spectrometry with isotope dilution. J. Chromatogr. A, 1217(5):7873-7877.

[18]Lv, Y., Lin, Z., Feng, W., et al., 2007. Selective recognition and large enrichment of dimethoate from tea leaves by molecularly imprinted polymers. Biochem. Eng. J., 36(3):221-229.

[19]Mahony, J.O., Nolan, K., Smyth, M.R., et al., 2005. Molecularly imprinted polymers—potential and challenges in analytical chemistry. Anal. Chim. Acta, 534(1):31-39.

[20]Meyer, H.H., Rinke, L.M., 1991. The pharmacokinetics and residues of clenbuterol in veal calves. J. Anim. Sci., 69(11):4538-4544.

[21]Muldoon, M.T., Stanker, L.H., 1997. Molecularly imprinted solid phase extraction of atrazine from beef liver extracts. Anal. Chem., 69(5):803-808.

[22]Mullett, W.M., Lai, E.P.C., 1998. Determination of theophylline in serum by molecularly imprinted solid-phase extraction with pulsed elution. Anal. Chem., 70(17):3636-3641.

[23]Prieto, A., Schrader, S., Bauer, C., et al., 2011. Synthesis of a molecularly imprinted polymer and its application for microextraction by packed sorbent for the determination of fluoroquinolone related compounds in water. Anal. Chim. Acta, 685(2):146-152.

[24]Pulce, C., Lamaison, D., Keck, G., et al., 1991. Collective human food poisonings by clenbuterol residues in veal liver. Vet. Hum. Toxicol., 33(5):480-481.

[25]Qian, H., Dong, C., Weng, J., et al., 2006. Facile one-pot synthesis of luminescent, water-soluble, and biocompatible glutathione-coated CdTe nanocrystals. Small, 2(6):747-751.

[26]Qiao, F.X., Du, J.J., 2013. Rapid screening of clenbuterol hydrochloride in chicken samples by molecularly imprinted matrix solid-phase dispersion coupled with liquid chromatography. J. Chromatogr. B, 923-924:136-140.

[27]Ramos, F., Cristino, A., Carrola, P., et al., 2003. Clenbuterol food poisoning diagnosis by gas chromatography-mass spectrometric serum analysis. Anal. Chim. Acta, 483(1-2):207-213.

[28]Ricks, C.A., Baker, P.K., Dalrymple, R.H., et al., 1984. Use of clenbuterol to alter muscle and fat accretion in swine. Fed. Proc. Soc. Exp. Biol., 43:857.

[29]Shi, X.Z., Wu, A.B., Qu, G.R., et al., 2007. Development and characterisation of molecularly imprinted polymers based on methacrylic acid for selective recognition of drugs. Biomaterials, 28(25):3741-3749.

[30]Tsai, H.A., Syu, M.J., 2005. Synthesis of creatinine-imprinted poly(β-cyclodextrin) for the specific binding of creatinine. Biomaterials, 26(15):2759-2766.

[31]Xu, Z.F., Kuang, D.Z., Liu, L., et al., 2007. Selective adsorption of norfloxacin in aqueous media by an imprinted polymer based on hydrophobic and electrostatic interactions. J. Pharm. Biomed. Anal., 45(1):54-61.

[32]Xu, Z.F., Xu, L., Kuang, D.Z., et al., 2008. Exploiting β-cyclodextrin as functional monomer in molecular imprinting for achieving recognition in aqueous media. Mater. Sci. Eng. C, 28(8):1516-1521.

[33]Xu, Z.F., Kuang, D.Z., Feng, Y.L., et al., 2010. Combination of hydrophobic effect and electrostatic interaction in imprinting for achieving efficient recognition in aqueous media. Carbohydr. Polym., 79(3):642-647.

[34]Ying, S., Cui, S., Wang, W., et al., 2014. Simple and sensitive detection method for diprophylline using glutathione-capped CdTe quantum dots as fluorescence probes. J. Lumin., 145:575-581.

[35]Zhang, X.Z., Gan, Y.R., Zhao, F.N., 2003. Determination of clenbuterol in pig liver by high-performance liquid chromatography with a coulometric electrode array system. Anal. Chim. Acta, 489:95-101.

[36]Zhong, N., Byun, H.S., Bittman, R., 2001. Hydrophilic cholesterol-binding molecular imprinted polymers. Tetrahedron Lett., 42(10):1839-1841.

[37]Zhu, Q.Z., Haupt, K., Knopp, D., 2002. Molecularly imprinted polymer for metsulfuron-methyl and its binding characteristics for sulfonylurea herbicides. Anal. Chim. Acta, 468(2):217-227.

Open peer comments: Debate/Discuss/Question/Opinion

<1>

Please provide your name, email address and a comment





Journal of Zhejiang University-SCIENCE, 38 Zheda Road, Hangzhou 310027, China
Tel: +86-571-87952783; E-mail: cjzhang@zju.edu.cn
Copyright © 2000 - Journal of Zhejiang University-SCIENCE