DOI QR코드

DOI QR Code

Hapten Synthesis and Influence of Coating Ligands on Enzyme-linked Immunoreaction of DDT


초록

For the development of immunodetection method of 4,4'-dichlorodipheny-2,2,2-trichloroethane (p,p'-DDT), a persistent and broad toxic organochlorine insecticide, various DDT derivatives were synthesized and characterized for the use of immunogens and the coating ligands for the antibody evaluation. The appropriate lengths of linkers were introduced to investigate more efficient DDT derivatives. 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 the use of immunogen to produce antibodies. 6,6-Bis(4-chlorophenyl)-6-hydroxyhexanoic acid (DDHH) and 3-[6,6-Bis(4-chlorophenyl)-6-hydroxyhexanoylamino]propanoic acid (DDHHAP) in addition to above hapten derivatives were conjugated to ovualbumin (OVA) and bovine serum albumin (BSA) for the use of coating ligands to measure the titration level of antibody and the displacement of free analytes. Three matching pairs of antibodies and coating ligands were selected for the simultaneous detection of p,p'-DDT and its related compounds of DDA and 2,2-bis(4-chlorophenyl)-1,1-dichloroethylene (p,p'-DDE) by investingating the displacement of free analytes in an indirect ELISA. These were PAb #1 and coating ligand DDCP-OVA, PAb #1 and DDHHAP-OVA, and PAb #3 and DDHHAP-OVA. The most useful immunoreaction for DDT analytes were obtained using PAb #3 and coating ligand DDHHAP-OVA showing 3.4 ng/mL of lower limit of detection. These results indicated that titration level and free analytes displacement were greatly influenced by hapten derivatized and carrier proteins conjugated.

키워드

참고문헌

  1. Lopez-carrillo, L.; Torres-Arreola, L.; Torres-Sanchez, L.; Espinosa-torres, F.; Jimenez, C.; Cebrian, M.; Waliszewski, S.; Saldate, O. Environ. Health Perspect. 1996, 44, 3703.
  2. Waliszewski, S. M.; Pardio, V. T.; Waliszewski, K. N.; Chantiri, J. N.; Infanzon, R. M. J. AOAC Int. 1996, 79, 784.
  3. Mukherjee, I.; Gopal, M. J. AOAC Int. 1993, 76, 283.
  4. Agarwal, H. C.; Singh, D. K.; Sharma, V. B. J. Environ. Sci. Helth 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. Banerjee, B. D. Bull. Environ. Contam. Toxicol. 1987, 38, 798. https://doi.org/10.1007/BF01616704
  7. Hassall, K. A. The Biochemistry and Uses of Pesticides, 2nd ed.; VCH: Weinheim, Germany, 1990; p 169.
  8. Watts, R. R. Manual of Analytical Quality Control of Pesticides and Realted Compounds in Humans and Environmental Samples; Environmental Protection Agency: Research Triangle Park, NC, U.S.A., 1981; p 319.
  9. WHO. DDT and Its Derivatives; Environmental Health Criteria 9. World Health Organization: Geneva, 1979.
  10. Ramachandran, M.; Banerjee, B. D.; Gulati, M.; Grover, A.; Zaidi, SSA.; Hussain, Q. Z. Indian J. Med. Res. 1984a, 80, 590.
  11. Ramachandran, M.; Zaidi, SSA.; Banerjee, B. D.; Hussain, Q. Z. Indian J. Med. Res. 1984b, 80, 483.
  12. Colborn, T.; Smolen, M. J. Reviews of Environmental Contamination and Toxicology 1996, 146, 91.
  13. Hussein, A.; Maqbool, U.; Asi, M. J. Environ. Sci. Health 1994, 29, 1. https://doi.org/10.1080/03601239409372853
  14. Samuel, T.; Pillai, M. K. K.; Environ. Pollut. 1989, 57, 63. https://doi.org/10.1016/0269-7491(89)90130-9
  15. Buser, H. R.; Muller, M. D. Anal. Chem. 1995, 67, 2691. https://doi.org/10.1021/ac00111a030
  16. 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
  17. Voller, A.; Bidwell, D. E.; Bartlett, A. Bull. WHO. 1976, 53, 55.
  18. Burgisser, D.; Frey, S.; Gutte, B.; Klauser, S. Biochem. Biophys. Res. Commun. 1990, 166(3), 1228. https://doi.org/10.1016/0006-291X(90)90997-2
  19. 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, 1990; p 14.
  20. 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
  21. Goodrow, M. H.; Harrison, R. O.; Hammock, B. D. J. Agric. Food Chem. 1990, 38, 990. https://doi.org/10.1021/jf00094a016
  22. Grummitt, O.; Buck, A.; Egan, R. Organic Synthesis 1946, 26, 21. https://doi.org/10.15227/orgsyn.026.0021
  23. Hoffman, R. V.; Nayyar, N. K.; Chen, W. J. Org. Chem. 1992, 57, 5700. https://doi.org/10.1021/jo00047a024
  24. Hoffman, R. V.; Nayyar, N. K.; Klinekole, B. W. J. Am. Chem. Soc. 1992, 114, 6262. https://doi.org/10.1021/ja00041a064
  25. Langon, J. J.; Van Vunakis, H. Methods Enzymol. 1982, 84, 628. https://doi.org/10.1016/0076-6879(82)84050-0
  26. Colbert, D. L.; Eremin, S. A.; Landon, J. J. Immunological Methods 1991, 140, 227. https://doi.org/10.1016/0022-1759(91)90375-P

피인용 문헌

  1. Production of Monoclonal Antibody to Acaricide Dicofol and Its Derivatives vol.29, pp.6, 2010, https://doi.org/10.1089/hyb.2010.0051
  2. Production and Characterization of DDT Antibodies and Its Application to Enzyme Immunoassay: Relation of Response and Affinity to Coating Ligand vol.24, pp.11, 2003, https://doi.org/10.5012/bkcs.2003.24.11.1605
  3. SYNTHESIS OF 25-HYDROXYVITAMIN D3 CONJUGATE WITH KEYHOLE LIMPET HEMOCYANIN AND OBTAINING OF IMMUNE SERA vol.8, pp.3, 2002, https://doi.org/10.15407/biotech8.03.045