Investigation of the role of the base in the synthesis of [18F]FLT

Appl Radiat Isot. 2007 Dec;65(12):1350-8. doi: 10.1016/j.apradiso.2007.07.013. Epub 2007 Jul 25.

Abstract

The role of the base in the synthesis of 3'-deoxy-3'-[18F]fluorothymidine, [18F]FLT, via nucleophilic substitution of the nosyl group with [18F]fluoride was investigated. The rate of 18F-incorporation into the molecule dramatically changed as a function of the precursor-to-base ratio. In the presence of excess base, the precursor was consumed by elimination before substitution was complete. When the precursor-to-base ratio was optimal, an overall [18F]FLT yield of 30-40% was achieved even if the precursor amount was as small as 8-13 mg.

MeSH terms

  • Animals
  • Chromatography, High Pressure Liquid
  • Dideoxynucleosides / chemical synthesis*
  • Dideoxynucleosides / chemistry
  • Fluorine Radioisotopes / chemistry*
  • Humans
  • Molecular Structure
  • Positron-Emission Tomography
  • Radiopharmaceuticals / chemical synthesis*
  • Radiopharmaceuticals / chemistry

Substances

  • Dideoxynucleosides
  • Fluorine Radioisotopes
  • Radiopharmaceuticals
  • alovudine