Synthesis of radiofluorinated analogs of m-tyrosine as potential L-dopa tracers via direct reaction with acetylhypofluorite

O T DeJesus; J J Sunderland; J R Nickles; J Mukherjee; E H Appelman

doi:10.1016/0883-2889(90)90001-w

Synthesis of radiofluorinated analogs of m-tyrosine as potential L-dopa tracers via direct reaction with acetylhypofluorite

Int J Rad Appl Instrum A. 1990;41(5):433-7. doi: 10.1016/0883-2889(90)90001-w.

Authors

O T DeJesus¹, J J Sunderland, J R Nickles, J Mukherjee, E H Appelman

Affiliation

¹ Department of Medical Physics, University of Wisconsin-Madison 53706.

PMID: 2166010
DOI: 10.1016/0883-2889(90)90001-w

Abstract

The direct electrophilic radiofluorination of m-tyrosine using [18F]acetylhypofluorite was investigated. Results showed that this reaction was both rapid and efficient with recovered decay corrected yield of 71% radiofluorinated m-tyrosines based on starting [18F]acetylhypofluorite. Specific activity of the product obtained in this study was 100-200 mCi/mmol although 1-5 Ci/mmol are easily achievable with our improved production of [18F]AcOF. Three positional isomers were found and identified by 19F-NMR to be 2-, 4-, 6-fluoro-m-tyrosine with a distribution of 36:11:52, respectively. This measured distribution allowed the assignment of the radio-HPLC peaks. Biological studies are currently underway in our laboratory using these fluoro-m-tyrosines to determine which isomer would be most suited for the evaluation of the dopamine system by positron tomography.

Publication types

Research Support, U.S. Gov't, Non-P.H.S.
Research Support, U.S. Gov't, P.H.S.

MeSH terms

Brain / diagnostic imaging*
Fluorine Radioisotopes*
Humans
Isotope Labeling / methods
Levodopa / analysis*
Tomography, Emission-Computed
Tyrosine / analogs & derivatives*

Substances

Fluorine Radioisotopes
Tyrosine
Levodopa

Grants and funding

NS-26621-01/NS/NINDS NIH HHS/United States