Automated radiosynthesis of [11 C]UCB-J for imaging synaptic density by positron emission tomography

J Labelled Comp Radiopharm. 2020 Mar;63(3):151-158. doi: 10.1002/jlcr.3828. Epub 2020 Feb 6.

Abstract

An automated radiosynthesis of carbon-11 positron emission tomography radiotracer [11 C]UCB-J for imaging the synaptic density biomarker synaptic vesicle glycoprotein SV2A was established using Synthra RNPlus synthesizer. Commercially available trifluoroborate UCB-J analogue was used as a radiolabelling precursor, and the desired radiolabelled product was isolated in 11 ± 2% (n = 7) nondecay corrected radiochemical yield and formulated as a 10% EtOH solution in saline with molar activities of 20 to 100 GBq/μmol. The method was based upon the palladium(0)-mediated Suzuki cross-coupling reaction and [11 C]CH3 I as a radiolabelling synthon. The isolated product was cGMP compliant as demonstrated by the results of quality control analysis.

Keywords: SV2A protein; Suzuki cross-coupling; Synthra RNPlus; [11C]UCB-J; carbon-11 radiosynthesis; synaptic density.

MeSH terms

  • Automation
  • Carbon Radioisotopes* / chemistry
  • Chemistry Techniques, Synthetic / methods
  • Isotope Labeling
  • Positron-Emission Tomography* / methods
  • Pyridines
  • Pyrrolidinones
  • Radiochemistry / methods
  • Radiopharmaceuticals / chemical synthesis
  • Radiopharmaceuticals / chemistry
  • Synapses

Substances

  • Carbon Radioisotopes
  • 1-((3-(methylpyridin-4-yl)methyl)-4-(3,4,5-trifluorophenyl)pyrrolidin-2-one
  • Carbon-11
  • Radiopharmaceuticals
  • Pyridines
  • Pyrrolidinones