Improved Pharmacokinetics Following PEGylation and Dimerization of a c(RGD-ACH-K) Conjugate Used for Tumor Positron Emission Tomography Imaging

Cancer Biother Radiopharm. 2016 Oct;31(8):295-301. doi: 10.1089/cbr.2016.2036.

Abstract

Improving the in vivo pharmacokinetics (PK) of positron emission tomography (PET) radiotracers is of critical importance to tumor diagnosis and therapy. In the case of peptide-based radiotracers, the modification and addition of a linker or spacer functional group often offer faster in vivo pharmacokinetic behavior. In this study, the authors introduced two new PEGlyated dimeric c(RGD-ACH-K) conjugates, in which an aminocyclohexane carboxylic acid (ACH) is inserted into the ring chain of the cyclic RGD peptides, with a common bifunctional chelator (DOTA or NOTA) used for labeling with radiometals (including 68Ga and 64Cu). The addition of polyethylene glycol (PEG) and dimerization of c(RGD-ACH-K) affected the PK of the renal system and the tumor-targeting ability, relative to unmodified molecule. As a result, both 64Cu-DOTA-E[c(RGD-ACH-K)]2 (complex 1) and 64Cu-NOTA-E[c(RGD-ACH-K)]2 (complex 2) exhibited specific tumor-targeting properties relative to tumor-blocking control group, most likely resulting from improved in vivo tumor imaging. The in vivo tumor-to-blood ratio of the 64Cu(NOTA) complex shows better PET imaging than that of the 64Cu(DOTA) complex, which should lead to improved dosimetry and increased suitability for noninvasive monitoring of tumor growth or tumor-targeted radionuclide therapy.

Keywords: 64Cu; PEGlyation; PET; RGD peptides; dimerization; tumor targeting.

MeSH terms

  • Amino Acids, Cyclic / chemistry*
  • Amino Acids, Cyclic / pharmacokinetics
  • Animals
  • Brain Neoplasms / diagnostic imaging*
  • Brain Neoplasms / metabolism
  • Cell Line, Tumor
  • Copper Radioisotopes / chemistry
  • Cyclohexanecarboxylic Acids / chemistry*
  • Cyclohexanecarboxylic Acids / pharmacokinetics
  • Dimerization
  • Female
  • Glioma / diagnostic imaging*
  • Glioma / metabolism
  • Heterografts
  • Humans
  • Mice
  • Mice, Inbred BALB C
  • Oligopeptides / chemistry*
  • Oligopeptides / pharmacokinetics
  • Polyethylene Glycols / chemistry*
  • Positron-Emission Tomography / methods*
  • Radiopharmaceuticals / chemistry
  • Radiopharmaceuticals / pharmacokinetics*

Substances

  • Amino Acids, Cyclic
  • Copper Radioisotopes
  • Cyclohexanecarboxylic Acids
  • Oligopeptides
  • Radiopharmaceuticals
  • 1-aminocyclohexanecarboxylic acid
  • Polyethylene Glycols
  • arginyl-glycyl-aspartic acid