Hapten Synthesis and Production of Monoclonal Antibodies to the N-Methylcarbamate Pesticide Methiocarb

Journal of Agricultural and Food Chemistry

Volumn 46, Issue 6, 1998, Pages 2417-2426

  Abad, Antonio ^a   Moreno, María José ^a   Montoya, Angel ^a  

^a UNIVERSITAT POLITÈCNICA DE VALÈNCIA   (Spain)

Author keywords

Carbamate; ELISA; ELISA format; Hapten design; Hapten heterology; Immunoassay; Insecticide; Monoclonal antibodies

Indexed keywords

EID: 0001323141     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf980077v     Document Type: Article

References (39)

1. Abad, A.; Montoya, A. Production of monoclonal antibodies for carbaryl from a hapten preserving the carbamate group. J. Agric. Food Chem. 1994, 42, 1818-1823.
2. Abad, A.; Primo, J.; Montoya, A. Development of an enzyme-linked immunosorbent assay to carbaryl. 1, Antibody production from several haptens and characterization in different immunoassay formats. J. Agric, Food Chem. 1997a, 45, 1486-1494.
3. Abad, A.; Manclús, J. J.; Mojarrad, F.; Mercader, J. V.; Miranda, M. A.; Primo, J.; Guardiola, V.; Montoya, A. Hapten synthesis and production of monoclonal antibodies to DDT and related compounds. J. Agric. Food Chem. 1997b, 45, 3694-3702.
4. Abad, A.; Moreno, M. J.; Montoya, A. A monoclonal immunoassay for carbofuran and its application to the analysis of fruit juices. Anal. Chim. Acta 1997c, 347, 103-110.
5. Bakowski, R. S.; Ali, M. S.; White, J. D.; Phillippo, E. T.; Ellis, R. L. Gas chromatographic/mass spectrometric confirmation of ten N-methylcarbamate insecticides in liver. J. AOAC Int. 1994, 77, 1568-1574.
6. Ballesteros, E.; Gallego, M.; Valcárcel, M. Automatic gas Chromatographic determination of N-methylcarbamates in milk with electron capture detection. Anal. Chem. 1993, 65, 1773-1778.
7. Bekheit, H. K. M.; Lucas, A. D.; Szurdoki, F.; Gee, S. J.; Hammock, B. D. An enzyme immunoassay for the environmental monitoring of the herbicide bromacil. J. Agric. Food Chem. 1993, 41, 2220-2227.
8. Chiron, S.; Torres, J. A.; Fernández-Alba, A.; Alpendurada, M. F.; Barceló, D. Identification of carbofuran and methiocarb and their transformation products in estuarine waters by on-line solid-phase extraction liquid chromatographymass spectrometry. Int. J. Environ. Anal. Chem. 1996, 65, 37-52.
9. Dankwardt, A.; Hock, B. Enzyme immunoassays for analysis of pesticides in water and food. Food Technol. Biotechnol. 1997,35, 164-174.
10. Di Corcia, A.; Crescenzi, C.; Laganà, A. Evaluation of a method based on liquid chromatography/electrospray/mass spectrometry for analyzing carbamate insecticides in fruits and vegetables. J. Agric. Food Chem. 1996, 44, 1930-1938.
11. Dolbeer, R. A.; Avery, M. L.; Tobin, M. E. Assessment of field hazards to birds from methiocarb applications to fruit crops. Pestic. Sci. 1994, 40, 147-161.
12. Färber, H.; Schöler, H. F. Gas Chromatographic determination of carbamate pesticides after flash-heater methylation with trimethylsulfonium hydroxide. J. Agric. Food Chem. 1993, 41, 217-220.
13. Giersch, T. A new monoclonal antibody for the sensitive-detection of atrazine with immunoassay in microtiter plate and dipstick format. J. Agric. Food Chem. 1993, 41, 1006-1011.
14. Goodrow, M. H.; Sanborn, J. R.; Stoutamire, D. W.; Gee, S. J.; Hammock, B. D. Strategies for immunoassay hapten design. In Immunoassays for Agrochemicals. Emerging Technologies; Nelson, J. O., Karu, A. E., Wong, R. B., Eds.; ACS Symposium Series 586; American Chemical Society: Washington, DC, 1995; pp 140-152.
15. Gunderson, E. L. FDA total diet study, July 1986-April 1991, dietary intakes of pesticides, selected elements, and other chemicals. J. AOAC Int. 1995, 78, 1353-1363.
16. Hammock, B. D.; Gee, S. J. Impact of emerging technologies on immunochemical methods for environmental analysis. In Immunoassays for Agrochemicals. Emerging Technologies; Nelson, J. O., Karu, A. E., Wong, R. B., Eds.; ACS Symposium Series 586; American Chemical Society: Washington, DC, 1995; pp 1-19.
17. Harrison, R. O.; Goodrow, M. H.; Gee, S. J.; Hammock, B D. Hapten synthesis for pesticide immunoassay development. In Immunoassays for Trace Chemical Analysis; Vanderlaan, M., Stanker, L. K., Watkins, B. E., Roberts, D. W., Eds.; ACS Symposium Series 451; American Chemical Society: Washington, DC, 1991a; pp 14-27.
18. Harrison, R. O.; Goodrow, M. H.; Hammock, B. D. Competitive Inhibition ELISA for the S-Triazine Herbicides-Assay Optimization and Antibody Characterization. J. Agric. Food Chem. 1991b, 39, 122-128.
19. Krauae, R. T. Liquid Chromatographic determination of N-methylcarbamate insecticides and metabolites in crops. I. Collaborative study. J. Assoc. Off. Anal. Chem. 1985, 68, 726-733.
20. Langone, J. J.; Van Vunakis, H. Radioimmunoassay of nicotine, cotinine, and γ-(3-piridyl)-γ-oxo-N-methylbutyramide. Methods Enzymol. 1982, 84, 628-640.
21. Liška, I.; Slobodník, J. Comparison of gas and liquid chromatography for analysing polar pesticides in water samples. J. Chromatogr. A 1996, 733, 235-258.
22. Manclús, J. J.; Montoya, A. Development of an enzyme-linked immunosorbent assay for 3,5,6-trichloro-2-pyridinol. 1. Production and characterization of monoclonal antibodies. J. Agric. Food Chem. 1996, 44, 3703-3709.
23. Manclús, J. J.; Primo, J.; Montoya, A. Development of an enzyme-linked immunosorbent assay for the insecticide chlorpyrifos. 1. Monoclonal antibody production and immunoassay design. J. Agric. Food Chem. 1996, 44, 4052-4062.
24. Marco, M. P.; Gee, S. J.; Hammock, B. D. Immunochemical techniques for environmental analysis II. Antibody production and immunoassay development. Trends Anal. Chem. 1995, 14, 415-425.
25. McGarvey, B. D. High-performance liquid Chromatographic methods for the determination of N-methylcarbamate pesticides in water, soil, plants and air. J. Chromatogr. 1993, 642, 89-105.
26. Meulenberg, E. P.; Mulder, W. H.; Stoks, P. G. Immunoassays for pesticides. Environ. Sci. Technol. 1995, 29, 553-561.
27. Miller, F. K.; Kiigemagi, U.; Thomson, P. A.; Heatherbell, D. A.; Deinzer, M. L. Methiocarb residues in grapes and wine and their fate during vinification. J. Agric. Food Chem. 1986, 33, 538-545.
28. Moye, H. A.; Scherer, S. J.; St. John, P. A. Dynamic fluorogenic labeling of pesticides for high performance liquid chromatography: detection of N-methylcarbamates with o-phthaldehyde. Anal. Lett. 1977, 10, 1049-1073.
29. Mueller, H. M.; Stan, H. J. Thermal degradation observed with different injection techniques: quantitative estimation by the use of thermolabile carbamate pesticides. J. High Resolut. Chromatogr. 1990, 13, 759-763.
30. Nowinski, R. C.; Lostrom, M. E.; Tam, M. R.; Stone, M. R.; Burnette, W. N. The Isolation of hybrid cell lynes producing monoclonal antibodies against the p15(E) protein of ecotropic murine leukemia viruses. Virology 1979, 93, 111-126.
31. Raab, G. M. Comparison of a logistic and a mass-action curve for radioimmunoassay data. Clin. Chem. 1983, 29, 1757-1761.
32. Rajkowski, K. M.; Cittanova, N.; Desfosses, B.; Jayle, M. F. The conjugation of testosterone with horseradish peroxidase and a sensitive enzyme assay for the conjugate. Steroids 1977,29, 701-713.
33. Schneider, P.; Hammock, B. D. Influence of the ELISA format and the hapten enzyme conjugate on the sensitivity of an immunoassay for s-triazine herbicides using monoclonal antibodies. J. Agric. Food Chem. 1992, 40, 525-530.
34. Schneider, P., Goodrow, M. H.; Gee, S. J.; Hammock, B. D. A Highly sensitive and rapid ELISA for the arylurea herbicides diuron, monuron, and linuron. J. Agric. Food Chem. 1994, 42, 413-422.
35. Skerritt, J. H.; Hill, A. S.; Beasley, H. L.; Edward, S. L.; Mcadam, D. P. Enzyme-linked immunosorbent assay for quantitation of organophosphate pesticides-fenitrothion, chlorpyrifos-methyl, and pirimiphos-methyl in wheat grain and flour-milling fractions. J. AOAC Int. 1992, 75, 519-528.
36. Slovodnik, J.; Jager, M. E.; Hoekstra-Oussoren, J. F.; Honing, M.; van Baar, B. L. M.; Brinkman, U. A. Th. Identification of carbamates by particle beam/mass spectrometry. J. Mass Spectrom. 1997, 32, 43-54.
37. Szurdoki, F.; Bekheit, H. K. M.; Marco, M. P.; Goodrow, M. H.; Hammock, B. D. Important factors in hapten design and enzyme-linked immunosorbent assay development. In New Frontiers in Agrochemical Immunoassay; Kurtz, D. A., Skerritt, J. H., Stanker, L., Eds.; AOAC International: Arlington, VA, 1995; pp 39-63.
38. Worthing, C. R.; Hance, R. J. In The Pesticide Manual: A World Compendium, 9th ed.; BCPC Publications: Berks, U.K., 1991.
39. Yang, S. S.; Goldsmith, A. I.; Smetena, I. Recent advances in the residue analysis of N-methylcarbamate pesticides. J. Chromatogr. A 1996, 754, 3-16.