Synthesis of olaquindox metabolite, methyl-3-quinoxaline-2-carboxylic acid for development of an immunoassay

Yue, Ning; Ji, Baoqing; Liu, Liqiang; Tao, Guanjun; Eremin, Sergei A.; Wu, Linhai

doi:10.1080/09540100903019400

Cited by 13 publications

(10 citation statements)

References 10 publications

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“…Its sensitivity, measurement range, and stability are substantially superior to those of the existing enzyme-linked immunosorbent assay (ELISA, L. L. Cheng et al 2013;Yue et al 2009). …”

Section: Introductionmentioning

confidence: 95%

Development of a Time-Resolved Fluoroimmunoassay for the Rapid Detection of Methyl-3-Quinoxaline-2-Carboxylic Acid in Porcine Tissues

Wei

Niu

et al. 2014

Analytical Letters

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A time-resolved fluoroimmunoassay for the specific determination of methyl-3-quinoxaline-2-carboxylic acid in animal tissues, a marker residue of olaquindox, was developed. The IC 50 of the assay was found to be 1.46 ± 0.19 ng/mL of methyl-3-quinoxaline-2-carboxylic acid in phosphate-buffered saline samples and the detection limit was 0.16 ± 0.03 ng/mL. For porcine liver and muscle samples spiked with 5, 10, and 15 ng/g, the recovery ranges were 95.7-112.3% and 98.5-116.2% and the coefficients of variation were 9.3-11.5% and 8.9-14.2%, respectively. The time-resolved fluoroimmunoassay results correlated well with high performance liquid chromatography results (correlation coefficients of 0.991 for liver and 0.988 for muscle). This study suggests that this method is simple, fast, and sensitive for the high-throughput determination of methyl-3-quinoxaline-2-carboxylic acid in animal tissues.

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“…Its sensitivity, measurement range, and stability are substantially superior to those of the existing enzyme-linked immunosorbent assay (ELISA, L. L. Cheng et al 2013;Yue et al 2009). …”

Section: Introductionmentioning

confidence: 95%

Development of a Time-Resolved Fluoroimmunoassay for the Rapid Detection of Methyl-3-Quinoxaline-2-Carboxylic Acid in Porcine Tissues

Wei

Niu

et al. 2014

Analytical Letters

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“…30 Hapten 4 was prepared by a similar method to that of hapten 3, except that aminobutyric acid (ABA) was used instead of aminocaproic acid (ACA). Hapten 1 consisted of OLA-HS, and hapten 2 consisted of MQCA.…”

Section: Synthesis Of Coating Antigensmentioning

confidence: 99%

“…For the preparation of hapten 3, 1 mM MQCA was activated with 1.1 mM isobutyl chloroformate and 1.1 mM tributylamine at 4 C for 1 h, added dropwise to 1 mM aminocaproic acid (ACA) dissolved in 0.05 M CB, and stirred for 6 h at 4 C. MQCA-ACA (hapten 3) was obtained following purication (Sundia Med Technology Co., Ltd., Shanghai, China). 30 Hapten 4 was prepared by a similar method to that of hapten 3, except that aminobutyric acid (ABA) was used instead of aminocaproic acid (ACA). Hapten 5 consisted of QCA.…”

Section: Synthesis Of Coating Antigensmentioning

confidence: 99%

Determination of quinoxaline antibiotics in fish feed by enzyme-linked immunosorbent assay using a monoclonal antibody

et al. 2015

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Olaquindox (OLA), mequindox (MEQ), and quincetone (QCT) are widely used synthetic antibiotics of the quinoxaline-1,4-dioxide family. However, no studies have focused on the detection of sum of OLA, MEQ, and QCT by mAb-based enzyme-linked immunosorbent assay (ELISA). In this study, a specific mAb 2F3 against OLA, MEQ, and QCT was successfully prepared. Furthermore, using the mAb 2F3, an indirect competitive ELISA (icELISA) was developed using MQCA (quinoxaline marker) coupled to OVA as the heterologous coating antigen. Under optimized assay conditions, the IC 50 values were 1.03, 1.54, and 1.73 ng ml À1 for OLA, MEQ, and QCT, respectively. The recoveries ranged from 82.1% to 96.3%, and no cross-reactivity with other compounds was detected except for carbadox (0.9%). The developed icELISA was rapid and reliable for the determination of sum of OLA, MEQ, and QCT in fish feed.

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“…It has been proved that the sensitivity of the immunoassay could be greatly enhanced with heterology and a desirable spacer arm in the coating antigen. 23,26 In the no. 4 combination, the recognition of II-OVA 1,2 was weakened and the competitiveness of CPAMOZ was enhanced.…”

Section: Optimization Of Elisamentioning

confidence: 99%

Synthesis of furaltadone metabolite, 3-amino-5-morpholinomethyl-2-oxazolidone (AMOZ) and novel haptens for the development of a sensitive enzyme-linked immunosorbent assay (ELISA)

Shu

Ding

et al. 2014

Anal. Methods

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A sensitive and specific monoclonal enzyme-linked immunosorbent assay (ELISA) for the determination of tissue-bound metabolite 3-amino-5-morpholinomethyl-2-oxazolidone (AMOZ) was developed.Three different haptens of AMOZ were synthesized. The haptens (I, III) were derived from 4-carboxybenzaldehyde and ethyl 4-bromobutyrate, respectively. Hapten II was based on hapten I but a C]N bond in the parent structure was reduced. Corresponding immunogens and coating antigens were prepared to improve the assay sensitivity. The hybridomas 4 Â 10 8 secreting antibodies against CPAMOZ were obtained from immunogens I-BSA by monoclonal antibody (mAb) technology. The antibody indicated that: (1) the small molecular AMOZ cannot induce the specific response against AMOZ; (2) the weakened conjugation effect improved the recognition of AMOZ. Assessment of twelve coating antigen/ antibody combinations consequently resulted in the development of an indirect competitive enzymelinked immunosorbent assay (icELISA). The results showed that the sensitivity was highly improved about fifteen-fold for the novel heterologous coating antigen at low hapten density. The IC 50 value of the ELISA for CPAMOZ was 0.13 ng mL À1 . The cross reactivity values of the assay with NPAMOZ, AMOZ and FTD were 118%, 2.3% and 16.3%. Recoveries from AMOZ fortified animal tissues were in a range of 82.6-108.4% and the CV values were less than 12.5%. The immunoassay was further validated by a LC-MS/MS method and the two methods showed good correlation (r 2 ¼ 0.9908). The proposed icELISA could be used for an accurate monitoring of AMOZ in animal tissues.

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Synthesis of olaquindox metabolite, methyl-3-quinoxaline-2-carboxylic acid for development of an immunoassay

Cited by 13 publications

References 10 publications

Development of a Time-Resolved Fluoroimmunoassay for the Rapid Detection of Methyl-3-Quinoxaline-2-Carboxylic Acid in Porcine Tissues

Development of a Time-Resolved Fluoroimmunoassay for the Rapid Detection of Methyl-3-Quinoxaline-2-Carboxylic Acid in Porcine Tissues

Determination of quinoxaline antibiotics in fish feed by enzyme-linked immunosorbent assay using a monoclonal antibody

Synthesis of furaltadone metabolite, 3-amino-5-morpholinomethyl-2-oxazolidone (AMOZ) and novel haptens for the development of a sensitive enzyme-linked immunosorbent assay (ELISA)

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