New chelation strategy allows for quick and clean 99mTc-labeling of synthetic peptides

Nucl Med Biol. 2004 Aug;31(6):815-20. doi: 10.1016/j.nucmedbio.2004.02.009.

Abstract

Analogues of bombesin have been synthesized in which a N2S2 (bis-mercaptoacetyl functionalized diaminopropionic acid) or a N3S (mercaptoacetyl-Gly-Gly-Gly) radiometal-chelating center has been incorporated that allows radiolabeling of these peptides with 99mTc without the need for conjugation or harsh reaction conditions. A mild radiolabeling is possible by using an acetyl-moiety as sulfur protecting group, which can be removed by mild hydroxylamine-treatment at room temperature before radiolabeling. Retained receptor binding is demonstrated in competitive binding experiments with 99mTc-radiolabeled peptides and PC-3 cells with bombesin receptors.

MeSH terms

  • Binding, Competitive / drug effects
  • Bombesin / chemical synthesis
  • Cell Line, Tumor
  • Chelating Agents / chemistry*
  • Drug Stability
  • Humans
  • Isotope Labeling
  • Male
  • Peptides / chemical synthesis*
  • Prostatic Neoplasms / diagnostic imaging
  • Radionuclide Imaging
  • Radiopharmaceuticals / metabolism
  • Receptors, Bombesin / drug effects
  • Receptors, Bombesin / metabolism
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
  • Technetium / chemistry*
  • Technetium Tc 99m Mertiatide / metabolism

Substances

  • Chelating Agents
  • Peptides
  • Radiopharmaceuticals
  • Receptors, Bombesin
  • Technetium Tc 99m Mertiatide
  • Technetium
  • Bombesin