Development and Residue Screening of the Furazolidone Metabolite, 3-Amino-2-oxazolidinone (AOZ), in Cultured Fish by an Enzyme-Linked Immunosorbent Assay

Cheng, Chu; Hsieh, Kuan Huei; Lei, Yi; Tai, Yung Te; Chang, Tong; Sheu, Shi Yuan; Li, Wen Ren; Kuo, Ting‐Shen

doi:10.1021/jf900859r

Cited by 39 publications

(26 citation statements)

References 21 publications

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“…Although this strategy was able to generate antibodies with high specificity and sensitivity, it's believed that there are some other strategies to further improve the antibody characteristics. Cheng et al [8] tried to introduce a 6-methoxyhexanoic acid spacer on the 5' position of phenyl ring of NPAOZ and used it as a new immunizing hapten. This hapten possessed the -NO 2 group and therefore the corresponding antibody showed higher sensitivity and specificity against NPAOZ in ELISA, compared with the antibody generated with CPAMOZ [6][7][8].…”

Section: Design and Synthesis Of Haptensmentioning

confidence: 99%

“…The first enzyme-linked immunosorbent assay (ELISA) capable of detecting the furazolidone metabolite (AOZ) was developed by Cooper et al [6] under the support of a multi-national EU research project "FoodBRAND" [2]. Since then, immunoassays for the determination of AOZ [7][8][9], SEM [10][11][12], AHD [13,14] and AMOZ [15] were reported in succession.…”

Section: Introductionmentioning

confidence: 99%

“…NPAOZ, NASEM, NPAHD and NPAMOZ) [6][7][8][9][10][11][12][13][14][15]. In most studies, nitrofuran metabolites were derivatised with 3-carboxybenzaldehyle (3-CBA) or 4-carboxybenzaldehyle (4-CBA) to form immunizing haptens [6,7,[9][10][11][12][13][14][15].…”

Section: Introductionmentioning

confidence: 99%

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Novel hapten synthesis for antibody production and development of an enzyme-linked immunosorbent assay for determination of furaltadone metabolite 3-amino-5-morpholinomethyl-2-oxazolidinone (AMOZ)

Shen

Sun

et al. 2013

Talanta

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Publisher rights This is the author's version of a work that was accepted for publication in Talanta. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Talanta, VOL 103, 01/2012 General rights Copyright for the publications made accessible via the Queen's University Belfast Research Portal is retained by the author(s) and / or other copyright owners and it is a condition of accessing these publications that users recognise and abide by the legal requirements associated with these rights. Cite this article as: Zhen-Lin Xu, Yu-Dong Shen, Yuan-Ming Sun, Katrina Campbell, Yuan-Xin Tian, Shi-Wei Zhang, Hong-Tao Lei and Yue-Ming Jiang, Novel hapten synthesis for antibody production and development of an enzyme-linked immunosorbent assay for determination of furaltadone metabolite 3-amino-5-morpholinomethyl-2-oxazolidinone (AMOZ), Talanta, http://dx.doi.org/10. 1016/j.talanta.2012.10.059 This is a PDF file of an unedited manuscript that has been accepted for publication. As a service to our customers we are providing this early version of the manuscript. The manuscript will undergo copyediting, typesetting, and review of the resulting galley proof before it is published in its final citable form. Please note that during the production process errors may be discovered which could affect the content, and all legal disclaimers that apply to the journal pertain. AbstractA heterologous competitive indirect enzyme-linked immunosorbent assay (ciELISA) for the determination of the furaltadone metabolite 3-amino-5-morpholinomethyl-2-oxazolidinone (AMOZ) was developed. AMOZ was derivatised with 2-(4-formylphenoxy)acetic acid or 2-(3-formylphenoxy)acetic acid to obtain two novel immunizing haptens. The ability of these haptens in producing specific polyclonal antibodies against the nitrophenyl derivative of AMOZ (NPAMOZ) was compared with that of traditional immunizing haptens (derivatised AMOZ with 3-carboxybenzaldehyle or 4-carboxybenzaldehyle). The results indicated that the novel immunizing haptens were able to produce antibodies with almost a two-fold improvement in sensitivity of the ciELISA for NPAMOZ in comparison with the existing antibody based ELISAs. The differences in sensitivity were explained by the molecular modeling of the lowest energy conformations of NPAMOZ and the haptens. Another novel hapten, derivatised AMOZ with 2-oxoacetic acid, was synthesized and used as a heterologous coating hapten. The results showed that this strategy of using only a partial structure of the target molecule as the coating hapten was able to obtain a two to three-fold improvement in sensitivity. This study provided a modern approach for the development of an immunoassay with improved sensitivity for the metabolites of nitrofuran antibiotics.

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Section: Design and Synthesis Of Haptensmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Novel hapten synthesis for antibody production and development of an enzyme-linked immunosorbent assay for determination of furaltadone metabolite 3-amino-5-morpholinomethyl-2-oxazolidinone (AMOZ)

Shen

Sun

et al. 2013

Talanta

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“…Tzong-fu Kuo established an immunological detection method based on polyclonal antibody produced from a new immunogen containing hapten 2-NP-HXA-AOZ. The established method could detect 2-NP-AOZ with high specificity, sensitivity and stability (Cheng et al, 2009). Through coupling furazolidone to carrier protein directly by diazotization and glutaraldehyde reaction, Jianping Wang produced polyclonal antibody and established an immunological method for rapid detection of four kinds of furan derivatives including furazolidone in feed (Li, Liu, & Wang, 2009).…”

Section: Introductionmentioning

confidence: 99%

Ultrasensitive indirect competitive ELISA and strip sensor for detection of furazolidone metabolite in animal tissues

Xing

Jing

Zhang³

et al. 2017

Food and Agricultural Immunology

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Nitrofurans are a class of drugs, which are typically used as antibiotics or antimicrobials illegally in aquiculture. In this paper, indirect competitive enzyme-linked immunosorbent assay and strip sensor were developed for detection of furazolidone metabolite, 3-amino-2-oxazolidinone (AOZ). These two methods could detect AOZ with high sensitivity and specificity. The immunosorbent assay with the half-inhibitory concentration of 0.074 ng/mL has a good recovery from 79.9% to 119.8% for detection of AOZ in pork, chicken, fish, shrimp, pork liver and chicken liver. Based on the developed strip sensor, the detection limit was 0.05 ng/g by the naked eyes and the cut-off value was 0.3 ng/g. The cross-reactivity with other nitrofurans, metabolites and some other compounds was all less than 0.1%. The sample recoveries ranged from 97.3% to 115.5%. Both these methods could be used for on-site detection of furazolidone metabolite at trace level in animal tissues. ARTICLE HISTORY

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“…In principle, specifically tailored or modified antibodies are capable of detecting nitrofuran metabolites through the use of an enlarge target compound, which can be formed by a simple derivatization step [5].…”

mentioning

confidence: 99%

Development of a Competitive ELISA for the Detection of a Furaltadone Marker Residue, 3-Amino-5-Morpholinomethyl-2-Oxazolidinone (AMOZ), in Cultured Fish Samples

Sheu

Tai²,

et al. 2012

The Journal of Veterinary Medical Science

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ABSTRACT. This report describes an enzyme-linked immunosorbent assay (ELISA) for tissue-bound metabolite 3-amino-5-morpholinomethyl-2-oxazolidinone (AMOZ) and the application to residue analysis in cultured fish samples. The residue is monitored as a marker for the drug furaltadone. The assay enables the detection of protein bound AMOZ in the form of a 2-nitrophenyl derivative (2-NP-AMOZ) in sample supernatant or extract after acid hydrolysis and derivatization with o-nitrobenzaldehyde. Polyclonal rabbit antibodies were produced with a new immunogen hapten, 2-NP-HXA-AMOZ. The new ELISA had adequate analytical sensitivity (IC 50 value 0.325 µg kg −1 ; limit of detection 0.1 µg kg −1 ) to determine a trace of AMOZ residue and had a high selectivity. Recoveries of AMOZ fortified at the levels of 0.1, 0.5 and 1.0 µg kg −1 ranged from 89.8 to 112.5% with coefficients of variation of 12.4−16.2% over the range of AMOZ concentrations studied. The results obtained with the ELISA correlated well with those obtained by commercial test kits for 150 tested samples (r=0.984). The results suggest that the developed ELISA is a highly specific, accurate, and sensitive method suitable for high throughput screening for AMOZ residues.

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Development and Residue Screening of the Furazolidone Metabolite, 3-Amino-2-oxazolidinone (AOZ), in Cultured Fish by an Enzyme-Linked Immunosorbent Assay

Cited by 39 publications

References 21 publications

Novel hapten synthesis for antibody production and development of an enzyme-linked immunosorbent assay for determination of furaltadone metabolite 3-amino-5-morpholinomethyl-2-oxazolidinone (AMOZ)

Novel hapten synthesis for antibody production and development of an enzyme-linked immunosorbent assay for determination of furaltadone metabolite 3-amino-5-morpholinomethyl-2-oxazolidinone (AMOZ)

Ultrasensitive indirect competitive ELISA and strip sensor for detection of furazolidone metabolite in animal tissues

Development of a Competitive ELISA for the Detection of a Furaltadone Marker Residue, 3-Amino-5-Morpholinomethyl-2-Oxazolidinone (AMOZ), in Cultured Fish Samples

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