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Radioiodination Chemistry and Radioiodinated Compounds

  • M. Eisenhut
  • W. Mier

Abstract

An overview of the chemistry of radioiodination is presented. The focus is directed on the labeling of iodine-containing radiopharmaceuticals, with emphasis on practical aspects of the various radioiodination methods. The advantages and disadvantages of these methods with respect to efficiency and ease of handling are discussed. Examples of the labeling methods are illustrated by protocols.

Keywords

Boronic Acid Radiochemical Yield Reaction Vial Sodium Thiosulfate Solution Iodine Isotope 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

References

  1. Alexander NM (1974) J Biol Chem 249:1946Google Scholar
  2. Bakker WH, Krenning EP, Breeman WA, Koper JW, Kooij PP, Reubi JC, Klijn JG, Visser TJ, Docter R, Lamberts SW (1990) J Nucl Med 31:1501Google Scholar
  3. Baldwin RM, Zea-Ponce Y, Zoghbi SS, Laurelle M, Al-Tikriti MS, Sybirska EH, Malison RT, Neumeyer JL, Milius RA, Wang S, Stabin M, Smith EO, Charney DS, Hoffer PB, Innis RB (1993) Nucl Med Biol 20:597CrossRefGoogle Scholar
  4. Beer H-F, Lin S, Bläuenstein P, Hasler P, Schubiger PA, Maier A, Lichtensteiger W, Oettli R, Bekir A, Weder B (1993) Nucl Med Biol 20:607CrossRefGoogle Scholar
  5. Bolton AE, Hunter WM (1973) Biochem J 133:529Google Scholar
  6. Coenen HH, Moerlein SM, Stöcklin G (1983) Radiochim Acta 34:47Google Scholar
  7. David GS, Reisfeld RA (1974) Biochemistry 13:1014CrossRefGoogle Scholar
  8. Eisenhut M (1982) Appl Radiat Isot 33:499CrossRefGoogle Scholar
  9. Eisenhut M (1984) J Nucl Med 25:1356Google Scholar
  10. Eisenhut M, Lehmann WD, Hull WE, Just WW, Hoffend J, Zehelein J, Zimmermann R (2000a) J Nucl Med 38:1864Google Scholar
  11. Eisenhut M, Hull WE, Mohammed A, Mier W, Lay D, Just W, Gorgas K, Lehmann WD, Haberkorn U (2000b) J Med Chem 43:3913CrossRefGoogle Scholar
  12. Fraker PJ, Speck JC (1978) Biochem Biophys Res Commun 80:849CrossRefGoogle Scholar
  13. Fukunaga R, Ishizaka-Ikeda E, Nagata S (1990) J Biol Chem 265:14008Google Scholar
  14. Goodman MM, Kirsch G, Knapp FF Jr (1982) J Labelled Compd Rad 19:1316Google Scholar
  15. Goodman MM, Kung M-P, Kabalka GW, Kung HF, Switzer R (1994) J Med Chem 37:1535CrossRefGoogle Scholar
  16. Haberkorn U, Kinscherf R, Krammer PH, Mier W, Eisenhut M (2001) Nucl Med Biol 28:793CrossRefGoogle Scholar
  17. Henze M, Mohammed A, Schlemmer H, Herfarth KK, Mier W, Eisenhut M, Debus J, Haberkorn U (2002) Eur J Nucl Med 29:1455CrossRefGoogle Scholar
  18. Kabalka GW, Gooch EE, Sastry AR (1981) J Nucl Med 22:908Google Scholar
  19. Kabalka GW, Lambert SJ, Jinaraj VK (1988) J Labelled Compd Rad 39:1113Google Scholar
  20. Kabalka GW, Shoup TM, Daniel GB, Goodman MM (2000) Nucl Med Biol 27:279CrossRefGoogle Scholar
  21. Kämpfer I, Heinicke J, Sorger D, Schulze K, Schliebs R, Knapp WH (1996) J Labelled Compd Rad 38:1047CrossRefGoogle Scholar
  22. Kulkarni P, Parkey RW (1982) J Labelled Compd Rad 19:1319Google Scholar
  23. Kung HF, Kasliwal R, Pan S, Kung M-P, Mach RH, Guo Y-Z (1988) J Med Chem 31:1039CrossRefGoogle Scholar
  24. Kung M-P, Liu B-L, Yang YY, Billings JJ, Kung HF (1991) J Nucl Med 32:339Google Scholar
  25. Liefhold J, Eisenhut M (1986) J Labelled Compd Rad 23:1239Google Scholar
  26. Linz U (1982) J Labelled Compd Rad 10:1151CrossRefGoogle Scholar
  27. Mangner TJ, Wu J-L, Wieland DM (1982) J Org Chem 47:1484CrossRefGoogle Scholar
  28. Markwell MAK (1982) Anal Biochem 125:427CrossRefGoogle Scholar
  29. McConahey PJ, Dixon FJ (1980) Meth Enzymol 70:210CrossRefGoogle Scholar
  30. McPherson DW, DeHaven-Hudkins DL, Callahan AP, Knapp FF Jr (1993) J Med Chem 36:848CrossRefGoogle Scholar
  31. Mekushev EB (1988) Synthesis 923Google Scholar
  32. Metwally SAM, Gatley SJ, Wolf AP, Yu D-W (1992) J Labelled Compd Rad 31:219CrossRefGoogle Scholar
  33. Mier W (2002) unpublished resultsGoogle Scholar
  34. Mohammed A, Nicholl C, Titsch U, Eisenhut M (1997) Nucl Med Biol 24:373CrossRefGoogle Scholar
  35. Morrison M (1980) Meth Enzymol 70:214CrossRefGoogle Scholar
  36. Musachio JL, Lever JR (1992) Bioconjug Chem 3:167CrossRefGoogle Scholar
  37. Nicholl C, Mohammed A, Hull WE, Bubeck B, Eisenhut M (1997) J Nucl Med 38:127Google Scholar
  38. Pfennig G, Klewe-Nebenius H, Seelman-Eggebert W (2006) In: Chart of the nuclides. Kernforschungszentrum Karlsruhe, 7th ednGoogle Scholar
  39. Rellas JS, Corbett JR, Kulkarni P, Morgan C, Devous MD, Buja LM, Bush L, Parkey RW, Willerson JT, Lewis SE (1983) Am J Cardiol 52:1326CrossRefGoogle Scholar
  40. Ritverc (2003) http://www.ritverc.com/
  41. Russel JS, O’Donoghue JA, Finn R, Koziorowski J, Ruan S, Humm JL, Ling CC (2002) J Nucl Med 43:671Google Scholar
  42. Rzeszotarski WJ, Eckelman WC, Francis BE, Simms DA, Gibson RE, Jagoda EM, Grissom MP, Eng RR, Conklin JJ, Reba RC (1984) J Med Chem 27:156CrossRefGoogle Scholar
  43. Scherberg NH (1974) Biochim Biophys Acta 340:446Google Scholar
  44. Sinn H-J, Schrenk HH, Maier-Borst W (1986) Appl Radiat Isot 37:17CrossRefGoogle Scholar
  45. Vaidyanathan G, Zalutzky MR (1993) Appl Radiat Isot 44:621CrossRefGoogle Scholar
  46. Van Dort ME, Ciliax BJ, Gildersleeve DL, Sherman PS, Rosenspire KC, Young AB, Junck L, Wieland DM (1988) J Med Chem 31:2081CrossRefGoogle Scholar
  47. Wafelman AR, Konings MCP, Hoefnagel CA, Maes RAA, Beijnen JH (1994) Appl Radiat Isot 45:997CrossRefGoogle Scholar
  48. Wilbur DS (1992) Bioconjug Chem 3:433CrossRefGoogle Scholar
  49. Zalutsky MR, Narula AS (1987) Int J Rad Appl Instrum A 38:1051CrossRefGoogle Scholar
  50. Zalutsky MR, Noska MA, Colapinto EV, Garg PK, Bigner DD (1989) Cancer Res 49:5543Google Scholar

Copyright information

© Springer Science+Business Media B.V. 2011

Authors and Affiliations

  1. 1.Department of Radiochemistry and RadiopharmacologyCancer Research Center Heidelberg (DKFZ)HeidelbergGermany
  2. 2.Department of Nuclear MedicineRadiopharmaceutical Chemistry, University of HeidelbergHeidelbergGermany

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