Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Production and Characterization of DDT Antibodies and Its Application to Enzyme Immunoassay: Relation of Response and Affinity to Coating Ligand

  • Hong, Ji-Youn (Bioanalysis & Biotransformation Research Center, Korea Institute of Science & Technology, Department of Chemistry, Seoul Women's University) ;
  • Kim, Jong-Hyun (Department of Chemistry, Seoul Women's University) ;
  • Park, Song-Ja (Bioanalysis & Biotransformation Research Center, Korea Institute of Science & Technology) ;
  • Lho, Dong-Seok (Bioanalysis & Biotransformation Research Center, Korea Institute of Science & Technology) ;
  • Choi, Myung-Ja (Bioanalysis & Biotransformation Research Center, Korea Institute of Science & Technology)
  • Published : 2003.11.20
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Abstract

To development an immunodetection method for DDT, 1,1,1-trichloro-2,2-bis(4-chorophenyl)ethane (p,p'-DDT) and its metabolites (p,p'-DDA, p,p'-DDE, p,p'-DDD), five derivatives of DDT haptens have been synthesised and characterized as coating ligands for antibody evaluation. The appropriate lengths of linkers were introduced to investigate a matching pair of coating ligand and antibody. Among these hapten derivatives, 2,2-bis(4-chlorophenyl)acetic acid (DDA), 5,5-bis(4-chlorophenyl)-5-hydroxypentanoic acid (DDHP) and 5,5-bis(4-chlorophenyl)-5-chloropentanoic acid (DDCP) were conjugated with keyhole limpet hemocyanin (KLH) for its use as an immunogen. The bovine serum albumin (BSA) conjugates of these derivatives were prepared as a coating ligand for monoclonal antibody screening. Fifteen monoclonal antibody clones were screened using these probes. 6,6-Bis(4-chlorophenyl)-6-hydroxyhexanoic acid (DDHH) and 3-[6,6-Bis(4-chlorophenyl)-6-hydroxyhexanoylamino]propanoic acid (DDHHAP), in addition to the above hapten derivatives, were conjugated to ovualbumin (OVA) and bovine serum albumin (BSA) for their use as coating ligands to measure the titration level of the antibody and the displacement of free analytes. The indirect competitive ELISA results indicate that the titration level and free analyte displacement were greatly influenced by the DDT derivatives and carrier proteins used. Three matching pairs of monoclonal antibodies and coating ligands were selected for the DDT immunoassay: antibody clone 1A3 and coating ligand DDA-OVA, 1A1 and DDHHAP-BSA, and 1A4 and DDHP-OVA.

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References

  1. Rochling, H. In Chemistry of Plant Protection and Vector ControlAgents; Wegler, R., Ed.; Springer-Verlag: Berlin, 1970; Vol. 1, p121.
  2. World Health Organization. Environmental Health Criteria (EHC)83: DDT and Its Derivatives-Environmental Aspects; WHO:Geneva, 1989.
  3. Korte, F., Ed.; Textbook of Ecological Chemistry. Basics and Concepts for the Ecological Assessment of Chemical; Thiem-Verlag: Stuttgart, 1992.
  4. Agarwal, H. C.; Singh, D. K.; Sharma, V. B. J. Environ. Sci.Health 1994, 29, 87. https://doi.org/10.1080/03601239409372861
  5. Guenzi, W. D.; Beard, W. E. Science 1967, 156, 1116. https://doi.org/10.1126/science.156.3778.1116
  6. Ramachandran, M.; Zaidi, S. S. A.; Banerjee, B. D.; Hussain, Q.Z. Indian J. Med. Res. 1984b, 80, 483.
  7. Voldner, E. C.; Li, Y. F. Sci. Total Environ. 1995, 160/161, 201. https://doi.org/10.1016/0048-9697(95)04357-7
  8. Mitra, J.; Raghu, K. Bull. Environ. Contam. Toxicol. 1998, 60,852. https://doi.org/10.1007/s001289900705
  9. Phoung, P. K.; Son, C. P. N.; Sauvain, J.-J.; Taradellas, J. Bull.Environ. Contam. Toxicol. 1998, 60, 347. https://doi.org/10.1007/s001289900633
  10. Pardio, V. T. et al. Bull. Environ. Contam. Toxicol. 1998, 60, 852. https://doi.org/10.1007/s001289900705
  11. WHO. DDT and Its Derivatives; Environmental Health Criteria 9.World Health Organization: Geneva, 1979.
  12. Watts, R. R. Manual of Analytical Quality Control of Pesticidesand Related Compounds in Humans and Environmental Samples;Environmental Protection Agency: Research Triangle Park, NC,U.S., 1981; p 319.
  13. Ramachandran, M.; Banerjee, B. D.; Gulati, M.; Grover, A.; Zaidi,S. S. A.; Hussain, Q. Z. Indian J. Med. Res. 1984a, 80, 590.
  14. Buser, H. R.; Muller, M. D. Anal. Chem. 1995, 67, 2691. https://doi.org/10.1021/ac00111a030
  15. Chuang, J. C.; Hart, K.; Chang, J. S.; Boman, L. E.; Van Emon, J.M.; Reed, A. W. Anal. Chim. Acta 2001, 444, 87. https://doi.org/10.1016/S0003-2670(01)01164-3
  16. Harrison, R. O.; Goodrow, M. H.; Gee, S. J.; Hammock, B. D.Hapten Synthesis for Pesticide Immunoassay Development. InImmunoassays for Trace Chemical Analysis; Vanderlaan, M.,Stanker, L. K., Watkins, B. E., Roberts, D. W., Eds.; ACSSymposium Series 451; American Chemical Society: Washington,DC, 1990; p 14.
  17. Abad, A.; Manclus, J. J.; Mojarrad, F.; Mercader, J. V.; Miranda,M. A.; Primo, J.; Guardiola, V.; Montoya, A. J. Agric. Food Chem.1997, 45, 3694. https://doi.org/10.1021/jf9704219
  18. Goodrow, M. H.; Harrison, R. O.; Hammock, B. D. J. Agric. FoodChem. 1990, 38, 990. https://doi.org/10.1021/jf00094a016
  19. Grummitt, O.; Buck, A.; Egan, R. Organic Synthesis 1946, 26,21. https://doi.org/10.15227/orgsyn.026.0021
  20. Langon, J. J.; Van Vunakis, H. Methods Enzymol. 1982, 84, 628. https://doi.org/10.1016/0076-6879(82)84050-0
  21. Hong, J. Y.; Kim, J.-H.; Choi, M. J. Bull. Korean Chem. Soc.2002, 23, 1413. https://doi.org/10.5012/bkcs.2002.23.10.1413
  22. Colbert, D. L.; Eremin, S. A.; Landon, J. J. ImmunologicalMethods 1991, 140, 227. https://doi.org/10.1016/0022-1759(91)90375-P