Effects of chelator modifications on (68)Ga-labeled [Tyr (3)]octreotide conjugates

Mol Imaging Biol. 2013 Oct;15(5):606-13. doi: 10.1007/s11307-013-0627-x.

Abstract

Purpose: Somatostatin receptors (SSTR) have been reported as promising targets for imaging agents for cancer. Recently, (68)Ga-DOTATOC-based PET imaging has been used successfully for diagnosis and management of SSTR-expressing tumors. The purpose of this study was to evaluate the influence of chelator modifications and charge on (68)Ga-labeled peptide conjugates.

Procedures: We have synthesized a series of [Tyr(3)]octreotide conjugates that consisted of different NOTA-based chelators with two to five carboxylate moieties, and compared our results with (68)Ga-DOTATOC in both in vitro and in vivo studies.

Results: With the exception of (68)Ga-1 (three carboxylates), the increased number of carboxylates on the NOTA-based chelators resulted in a reduced binding affinity and internalization. Additionally, the tumor uptake for (68)Ga-2 (four carboxylates) and (68)Ga-3 (five carboxylates) was reduced compared to that of (68)Ga-DOTATOC (three carboxylates) and (68)Ga-NO2ATOC (two carboxylates) and (68)Ga-1 (three carboxylates) at 2 h p.i. suggesting the presence of an optimal charge for this compound.

Conclusions: Chelator modifications can lead to the altered pharmacokinetics. These results may impact further design considerations for peptide-based imaging agents.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Animals
  • Cell Line, Tumor
  • Chelating Agents / chemistry*
  • Endocytosis
  • Male
  • Mice
  • Mice, Nude
  • Microscopy, Fluorescence
  • Octreotide / analogs & derivatives*
  • Octreotide / chemistry
  • Organ Specificity
  • Organometallic Compounds* / chemistry
  • Rats
  • Receptors, Somatostatin / metabolism
  • Staining and Labeling*
  • Time Factors
  • Tissue Distribution

Substances

  • 68Ga-octreotide, DOTA(0)-Tyr(3)-
  • Chelating Agents
  • Organometallic Compounds
  • Receptors, Somatostatin
  • Octreotide