A new precursor for the preparation of 6-[18F]Fluoro-L-m-tyrosine ([18F]FMT): efficient synthesis and comparison of radiolabeling

Appl Radiat Isot. 2004 Dec;61(6):1289-94. doi: 10.1016/j.apradiso.2004.04.008.

Abstract

For the electrophilic preparation of 6-[18F]fluoro-L-m-tyrosine ([18F]FMT), a PET tracer for measuring changes in dopaminergic function in movement disorders, a novel precursor, N-(tert-butoxycarbonyl)-3-(tert-butoxycarbonyloxy)-6-trimethylstannnyl-L-phenylalanine ethyl ester, was synthesized in four steps and 26% yield starting from L-m-tyrosine. [18F]FMT produced by two methods at two institutions was comparable in both radiochemical yield, 25-26%, and quality (chemical, enantiomeric, and radiochemical purity and specific activity) as that obtained with the original N-trifluoroacetyl-3-acetyl-6-trimethylstannyl-L-m-tyrosine ethyl ester [18F]FMT precursor.

Publication types

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

MeSH terms

  • Fluorine Radioisotopes / chemistry*
  • Fluorine Radioisotopes / isolation & purification*
  • Isotope Labeling / methods*
  • Positron-Emission Tomography / methods*
  • Radiopharmaceuticals / chemistry
  • Radiopharmaceuticals / isolation & purification
  • Tyrosine / analogs & derivatives*
  • Tyrosine / chemistry*
  • Tyrosine / isolation & purification*

Substances

  • Fluorine Radioisotopes
  • Radiopharmaceuticals
  • 6-fluoro-3-tyrosine
  • Tyrosine