Multimodal formyl peptide receptor 1 targeted inflammation imaging probe: cFLFLF-MHI-DOTA

Bioorg Med Chem Lett. 2016 Feb 1;26(3):1052-1055. doi: 10.1016/j.bmcl.2015.12.029. Epub 2015 Dec 12.

Abstract

Formyl peptide receptor 1 (FPR1) targeting multimodal probe cFLFLFK-MHI-DOTA for leukocyte based inflammation imaging is described. The compound consists of three domains, (a) cFLFLF peptide for FPR1 recognition and binding for activated leukocyte, (b) heptamethine cyanine dye (MHI) for near infrared fluorescence (NIRF) detection and imaging, and (c) metal chelator DOTA ligand that could form complex with a radiometal for nuclear (PET/SPECT) imaging or with a paramagnetic metal for MRI imaging. Detailed synthesis, characterization and in vitro evaluation are reported. The availability of dual mode inflammation imaging probe would allow in vivo gross level imaging of inflammation foci as well as ex vivo microscopic level cellular imaging for role played by innate immune cells in inflamed tissue.

Keywords: Formyl peptide receptor; Inflammation; Molecular imaging; Near infrared fluorescence; cFLFLF peptide.

MeSH terms

  • Animals
  • Carbocyanines / chemistry*
  • Contrast Media / chemical synthesis
  • Contrast Media / chemistry*
  • Humans
  • Inflammation / diagnostic imaging*
  • Leukocytes / chemistry
  • Leukocytes / metabolism
  • Magnetic Resonance Imaging
  • Metals / chemistry
  • Mice
  • Oligopeptides / chemistry*
  • Positron-Emission Tomography
  • Radiography
  • Receptors, Formyl Peptide / chemistry
  • Receptors, Formyl Peptide / metabolism*
  • Tomography, Emission-Computed, Single-Photon

Substances

  • Carbocyanines
  • Contrast Media
  • FPR1 protein, human
  • Metals
  • Oligopeptides
  • Receptors, Formyl Peptide
  • cinnamoyl-phenylalanyl-leucyl-phenylalanyl-leucyl-phenylalanine