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Use of Bifunctional Chelating Agents for Radiolabeling Antibodies

  • Conference paper
Radiolabeled Monoclonal Antibodies for Imaging and Therapy

Part of the book series: NATO ASI Series ((NSSA,volume 152))

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Abstract

A remarkably large number of metallic ions form “stable” chelate complexes with certain organic molecules (chelators, or ligands). For example, diligent — but probably incomplete — searching of the literature reveals references to the preparation and/or thermodynamic stability constants of the chelates of about 70 different elements with the chelator EDTA (1,2). These elements (Figure 1) have a great range of properties; included are radionuclides suitable for medical diagnosis and therapy, as well as paramagnetic, chemically reactive, or luminescent metals appropriate to other applications. Since many of these elements have only moderate stability as EDTA chelates, there are good reasons to search for new chelators that will permit particular metals to be used in vivo as probes or cell-killing agents.

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References

  1. “Stability Constants of Metal Ion Complexes,” L. G. Sillen and A. E. Martell, eds., Chemical Society, London (1964) .

    Google Scholar 

  2. “Critical Stability Constants,” A. E. Martell and R. M. Smith, eds., Plenum, New York (1974).

    Google Scholar 

  3. A. Ringbom, “Complexation in Analytical Chemistry,” Interscience, New York (1963).

    Google Scholar 

  4. S-J. Lau and B. Sarkar, A peptide molecule mimicking the copper (II) transport site of human serum albumin, J. Biol. Chem. 24 6: 5938 (1971).

    PubMed  CAS  Google Scholar 

  5. A. White, P. Handler, and E. L. Smith, “Principles of Biochemistry,” 4th ed., p. 711, McGraw-Hill, New York (1968).

    Google Scholar 

  6. Reference 2, pp. 204–225.

    Google Scholar 

  7. H. Stetter, W. Frank, and R. Mertens, Darstellung und komplexbildung von polyazacycloalkan-N-essigsauren, Tetrahedron 37: 767 (1981).

    Article  CAS  Google Scholar 

  8. M. K. Moi, C. F. Meares, M. J. McCall, W. C. Cole, and S. J. DeNardo, Copper chelates as probes of biological systems: stable copper complexes with a macrocyclic bifunctional chelating agent, Analyt. Biochem. 148: 249 (1985) .

    Article  PubMed  CAS  Google Scholar 

  9. W. C. Cole, S. J. DeNardo, C. F. Meares, M. J. McCall, G. L. DeNardo, A. L. Epstein, H. A. O’Brien, and M. K. Moi, Comparative Serum Stability of Radiochelates for Antibody Radiopharmaceuticals. J. Nucl. Med. 28: 83 (1987) .

    PubMed  CAS  Google Scholar 

  10. D. W. Margerum, G. R. Cayley, D. C. Weatherburn, and G. K. Pagenkopf, Kinetics and Mechanisms of Complex Formation and Ligand Exchange, in “Coordination Chemistry,” Vol 2, A. E. Martell, ed., American Chemical Society, Washington, D. C. (1978).

    Google Scholar 

  11. S. M. Yeh, C. F. Meares, and D. A. Goodwin, Decomposition rates of radiopharmaceutical indium chelates in serum, J. Radioanalytical Chem. 53: 327 (1979).

    Article  CAS  Google Scholar 

  12. M. J. Welch, and T. J. Welch, Solution chemistry of carrierfree indium, in “Radiopharmaceuticals,” pp. 73–79, G. Subramanian, B. A. Rhodes, J. F. Cooper, and V. J. Sodd, eds., Soc. Nuclear. Med., New York (1975)

    Google Scholar 

  13. P. Aisen, A. Leibman, and J. Zweier, Stoichiometric and site characteristics of the binding of iron to human transferrin, J. Biol. Chem. 253: 1930 (1978).

    PubMed  CAS  Google Scholar 

  14. Reference 2, pp. 281–285.

    Google Scholar 

  15. Reference 5, p. 711.

    Google Scholar 

  16. M. W. Sundberg, C. F. Meares, D. A. Goodwin, and C. I. Diamanti, Chelating agents for the binding of metal ions to macromolecules, Nature 250: 587 (1974).

    Article  PubMed  CAS  Google Scholar 

  17. M. W. Sundberg, C. F. Meares, D. A. Goodwin, and C. I. Diamanti, Selective binding of metal ions to macromolecules using bifunctional analogs of EDTA, J. Med. Chem. 17: 1304 (1974).

    Article  PubMed  CAS  Google Scholar 

  18. W. R. Harris, K. N. Raymond, and F. L. Weitl, Ferric ion sequestering agents. 6. The spectrophotometric and potentiometric evaluation of sulfonated tricatecholate ligands, J. Am. Chem. Soc. 103: 2667 (1981).

    Article  CAS  Google Scholar 

  19. J. M. Lehn, Supramolecular Chemistry: Receptors, Catalysts, and Carriers, Science 227: 849 (1985).

    Article  PubMed  CAS  Google Scholar 

  20. G. E. Krejcarek and K. L. Tucker, Covalent attachment of chelating groups to macromolecules, Biochem. Biophys. Res. Commun. 77: 581 (1977).

    Article  PubMed  CAS  Google Scholar 

  21. D. J. Hnatowich, W. W. Layne, R. L. Childs, Radioactive labeling of antibody: a simple and efficient method, Science 220: 613 (1983).

    Article  PubMed  CAS  Google Scholar 

  22. S. M. Yeh, D. G. Sherman, and C. F. Meares, A New Route to Bifunctional Chelating Agents: Conversion of Amino Acids to Analogs of EDTA, Analyt. Biochem. 100: 152 (1979).

    Article  PubMed  CAS  Google Scholar 

  23. C. F. Meares, M. J. McCall, D. T. Reardan, D. A. Goodwin, C. I. Diamanti, and M. McTigue, Conjugation of Antibodies with Bifunctional Chelating Agents: Isothiocyanate and Bromoacetamide Reagents, Methods of Analysis, and Subsequent Addition of Metal Ions, Analyt. Biochem. 142: 68 (1984).

    Article  PubMed  CAS  Google Scholar 

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© 1988 Springer Science+Business Media New York

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Meares, C.F. (1988). Use of Bifunctional Chelating Agents for Radiolabeling Antibodies. In: Srivastava, S.C. (eds) Radiolabeled Monoclonal Antibodies for Imaging and Therapy. NATO ASI Series, vol 152. Springer, Boston, MA. https://doi.org/10.1007/978-1-4684-5538-0_17

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  • DOI: https://doi.org/10.1007/978-1-4684-5538-0_17

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4684-5540-3

  • Online ISBN: 978-1-4684-5538-0

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