An improved 99mTc-HYNIC-(Ser)3-LTVSPWY peptide with EDDA/tricine as co-ligands for targeting and imaging of HER2 overexpression tumor

Eur J Med Chem. 2018 Jan 20:144:767-773. doi: 10.1016/j.ejmech.2017.12.037. Epub 2017 Dec 13.

Abstract

Overexpression of human epidermal receptor 2 (HER2) has given the opportunity for targeting and delivering of imaging radiotracers. The aim of this study was to evaluate the 99mTc-HYNIC-(EDDA/tricine)-(Ser)3-LTVSPWY peptide for tumor targeting and imaging of tumor with overexpression of HER2. The HYNIC-(Ser)3-LTVSPWY was labeled with 99mTc in presence of EDDA/tricine mixture as co-ligands. The in vitro and in vivo studies of this radiolabeled peptide were performed for cellular specific binding and tumor targeting. The high radiochemical purity of 99mTc-HYNIC (EDDA/tricine)-(Ser)3-LTVSPWY was obtained to be 99%. It exhibited high stability in normal saline and human serum. In HER2 binding affinity study, a significant reduction in uptake of radiolabeled peptide (7.7 fold) was observed by blocking SKOV-3 cells receptors with unlabeled peptide. The KD and Bmax values for this radiolabeled peptide were determined as 3.3 ± 1.0 nM and 2.9 ± 0.3 × 106 CPM/pMol, respectively. Biodistribution study revealed tumor to blood and tumor to muscle ratios about 6.9 and 4 respectively after 4 h. Tumor imaging by gamma camera demonstrated considerable high contrast tumor uptake. This developed 99mTc-HYNIC-(Ser)3-LTVSPWY peptide selectively targeted on HER2 tumor and exhibited a high target uptake combined with acceptable low background activity for tumor imaging in mice. The results of this study and its comparison with another study showed that 99mTc-HYNIC-(EDDA/tricine)-(Ser)3-LTVSPWY is much better than previously reported radiolabeled peptide as 99mTc-CSSS-LTVSPWY for HER2 overexpression tumor targeting and imaging.

Keywords: EDDA; HER2; HYNIC; Imaging; LTVSPWY; Tumor.

MeSH terms

  • Animals
  • Cell Line, Tumor
  • Dose-Response Relationship, Drug
  • Female
  • Glycine / analogs & derivatives*
  • Glycine / chemistry
  • Glycine / pharmacokinetics
  • Humans
  • Ligands
  • Mice
  • Mice, Inbred C57BL
  • Mice, Nude
  • Molecular Structure
  • Neoplasms / diagnosis*
  • Neoplasms / metabolism
  • Neoplasms, Experimental / diagnosis
  • Neoplasms, Experimental / metabolism
  • Oligopeptides / chemical synthesis
  • Oligopeptides / chemistry
  • Oligopeptides / pharmacokinetics*
  • Organotechnetium Compounds / chemical synthesis
  • Organotechnetium Compounds / chemistry
  • Organotechnetium Compounds / pharmacokinetics*
  • Receptor, ErbB-2 / biosynthesis*
  • Structure-Activity Relationship
  • Tissue Distribution

Substances

  • (99m)Tc-HYNIC-(Ser)3-LTVSPWY
  • Ligands
  • Oligopeptides
  • Organotechnetium Compounds
  • ERBB2 protein, human
  • Receptor, ErbB-2
  • Glycine
  • tricine