A convenient solid-phase synthesis methodology for preparing peptide-derived molecular imaging agents - Synthesis, characterization, and in vitro screening of Tc(I) - chemotactic peptide conjugates

Karin A. Stephenson, Sangeeta Ray Banerjee, Nicole McFarlane, Douglas R. Boreham, Kevin P. Maresca, John W. Babich, Jon Zubieta, John F. Valliant

Research output: Contribution to journalArticle

11 Scopus citations

Abstract

A versatile solid-phase synthesis strategy for preparing peptide-chelate conjugates was developed. The methodology was optimized using a series of ligands, designed to bind Tc(I)/Re(I), and a chemotactic peptide fMFL, which was exploited as a model targeting vector. The peptide derivatives were prepared in parallel using a conventional automated peptide synthesizer in multi-milligram quantities, which provided sufficient material to perform complete characterization, radiolabelling, and in vitro screening studies. Because of the robust nature of the metal-chelate complexes, the Re complex of a chelate-peptide conjugate was prepared on the resin using the same methodology employed to prepare the free ligand conjugates. As such, the reported methodology is amenable to the preparation of libraries of novel Tc radiopharmaceutical ligands and their corresponding Re reference standards in which several factors, including peptide sequence, site of derivatization, and both the type and length of the spacer, can be easily varied.

Original languageEnglish (US)
Pages (from-to)2060-2066
Number of pages7
JournalCanadian Journal of Chemistry
Volume83
Issue number12
DOIs
StatePublished - Dec 1 2005

Keywords

  • Peptides
  • Radiopharmaceuticals
  • Rhenium
  • Solid-phase synthesis
  • Technetium

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Organic Chemistry

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