Fully automated synthesis module for preparation of S-(2-[(18)F]fluoroethyl)-L-methionine by direct nucleophilic exchange on a quaternary 4-aminopyridinium resin

Nucl Med Biol. 2003 Jul;30(5):509-12. doi: 10.1016/s0969-8051(02)00454-7.

Abstract

A fully automated preparation of S-(2-[(18)F]fluoroethyl)-L-methionine (FEMET), an amino acid tracer for tumor imaging with positron emission tomography, is described. [(18)F]F(-) was produced via nuclear reaction (18)O(p,n) [(18)F] at PETtrace Cyclotron. Direction nucleophilic fluorination reaction of [(18)F]fluoride with 1,2-di(4-methylphenylsulfonyloxy)ethane on a quaternary 4-(4-methylpiperidinyl)pyridinium functionalized polystyrene anion exchange resin gave 2-[(18)F]-1-(4-methylphenyl-sulfonyloxy)ethane, and then [(18)F]fluoroalkylation of L-homocysteine thiolactone with 2-[(18)F]-1-(4-methylphenylsulfonyloxy)ethane yielded FEMET. The overall radiochemical yield with no decay correction was about 10%, the whole synthesis time was about 52 min, and the radiochemical purity was above 95%.

Publication types

  • Evaluation Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chromatography, Ion Exchange / instrumentation
  • Chromatography, Ion Exchange / methods*
  • Ion Exchange Resins*
  • Isotope Labeling / instrumentation
  • Isotope Labeling / methods*
  • Methionine / analogs & derivatives
  • Methionine / chemical synthesis*
  • Methionine / chemistry
  • Methionine / isolation & purification
  • Pyrimidines*
  • Radiopharmaceuticals / chemical synthesis
  • Radiopharmaceuticals / chemistry
  • Radiopharmaceuticals / isolation & purification
  • Reagent Kits, Diagnostic*
  • Robotics / instrumentation
  • Robotics / methods*
  • Systems Integration
  • Tomography, Emission-Computed / instrumentation
  • Tomography, Emission-Computed / methods

Substances

  • Ion Exchange Resins
  • Pyrimidines
  • Radiopharmaceuticals
  • Reagent Kits, Diagnostic
  • S-(2-fluoroethyl)methionine
  • 4-aminopyrimidine
  • Methionine