Direct n.c.a. electrophilic radioiodination of tyrosine analogues; their in vivo stability and brain-uptake in mice

Appl Radiat Isot. 1994 Sep;45(9):929-35. doi: 10.1016/0969-8043(94)90230-5.

Abstract

In order to improve tracers for amino acid transport studies with SPET we have radioiodinated methylated tyrosines and compared their brain uptake and in vivo deiodination in mice. O-methylation not only leads to a higher lipophilicity and hence significantly higher brain uptake with a maximum of 5% dose/g for 3-[123I]iodo-O-methyl-L-alpha-methyltyrosine (OMIMT) but also significantly prevents in vivo deiodination. High n.c.a. radioiodination yields (> or = 80%) are obtained for the activated aromatic compounds L-tyrosine and L-alpha-methyltyrosine using Iodo-gen iin a heterogeneous aqueous system. Direct n.c.a. radioiodination of the less-activated O-methyl analogues has been achieved in reasonable yields (60%) with Iodo-gen in homogeneous TFA solutions containing about 10% of water.

MeSH terms

  • Animals
  • Brain / metabolism*
  • Female
  • Iodine Radioisotopes / pharmacokinetics*
  • Isotope Labeling / methods
  • Kinetics
  • Magnetic Resonance Spectroscopy
  • Methyltyrosines / chemical synthesis
  • Methyltyrosines / pharmacokinetics*
  • Mice
  • Mice, Inbred Strains
  • Molecular Structure
  • Time Factors
  • Tissue Distribution
  • Tyrosine / analogs & derivatives*
  • Tyrosine / chemical synthesis
  • Tyrosine / pharmacokinetics*

Substances

  • 3-iodo-O-methyl-alpha-methyltyrosine
  • Iodine Radioisotopes
  • Methyltyrosines
  • Tyrosine