Fully automated synthesis of O-(3-[18F]fluoropropyl)-L-tyrosine by direct nucleophilic exchange on a quaternary 4-aminopyridinium resin

Appl Radiat Isot. 2003 Jun;58(6):685-9. doi: 10.1016/s0969-8043(03)00066-6.

Abstract

A fully automated synthesis of O-(3-[18F]fluoropropyl)-L-tyrosine (FPT), an amino acid tracer for tumor imaging with positron emission tomography, is described. FPT was prepared by a two-step reaction sequence. Direct nucleophilic fluorination substitution of [18F]fluoride with 1,3-di(4-methylphenylsulfonyloxy)propane on a quaternary 4-(4-methylpiperidinyl)pyridinium functionalized polystyrene anion exchange resin, followed by [18F]fluoro-1-(4-methylphenylsulfonyloxy)propane yielded FPT. The overall radiochemical yield with no decay correction was about 12%; the whole synthesis time was about 52 min, and the radiochemical purity was above 95%.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anion Exchange Resins / chemistry*
  • Isotope Labeling / methods*
  • Neoplasms / diagnostic imaging
  • Pyridinium Compounds / chemistry*
  • Quality Control
  • Radiopharmaceuticals / chemical synthesis
  • Radiopharmaceuticals / chemistry
  • Radiopharmaceuticals / isolation & purification
  • Robotics / methods
  • Tomography, Emission-Computed / methods
  • Tyrosine / analogs & derivatives
  • Tyrosine / chemical synthesis*
  • Tyrosine / chemistry
  • Tyrosine / isolation & purification*

Substances

  • Anion Exchange Resins
  • O-(3-fluoropropyl)tyrosine
  • Pyridinium Compounds
  • Radiopharmaceuticals
  • Tyrosine