Synthesis and in vivo studies of a selective ligand for the dopamine transporter: 3 beta-(4-[125I]iodophenyl) tropan-2 beta-carboxylic acid isopropyl ester ([125I]RTI-121)

Nucl Med Biol. 1996 Apr;23(3):277-84. doi: 10.1016/0969-8051(95)02074-8.

Abstract

A selective ligand for the dopamine transporter 3 beta-(4-iodophenyl)tropan-2 beta-carboxylic acid isopropyl ester (RTI-121) has been labeled with iodine-125 by electrophilic radioiododestannylation. The [125I]RTI-121 was obtained in good yield (86 +/- 7%, n = 3) with high radiochemical purity (> 99%) and specific radioactivity (1210-1950 mCi/mumol). After i.v. administration of [125I]RTI-121 to mice, the rank order of regional brain tissue radioactivity (striatum > olfactory tubercles > > cortex, hippocampus, thalamus, hypothalamus, cerebellum) was consistent with dopamine transporter labeling. Specific in vivo binding in striatum and olfactory tubercles was saturable, and was blocked by the dopamine transporter ligands GBR 12,909 and (+/-)-nomifensine. By contrast, binding was not reduced by paroxetine, a serotonin transporter inhibitor, or desipramine, a norepinephrine transporter inhibitor. A variety of additional drugs having high affinities for recognition sites other than the neuronal dopamine transporter also had no effect. The [125I]RTI-121 binding in striatum and olfactory tubercles was inhibited by d-amphetamine in dose-dependent fashion. Nonmetabolized radioligand represents 85% of the signal observed in extracts of whole mouse brain. Thus, [125I]RTI-121 is readily prepared, and is a useful tracer for dopamine transporter studies in vivo.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Amphetamine / pharmacology
  • Analysis of Variance
  • Animals
  • Brain / metabolism*
  • Carrier Proteins / analysis
  • Carrier Proteins / drug effects
  • Carrier Proteins / metabolism*
  • Chromatography, High Pressure Liquid
  • Cocaine / analogs & derivatives*
  • Cocaine / metabolism
  • Cocaine / pharmacokinetics
  • Dopamine / metabolism
  • Dopamine Plasma Membrane Transport Proteins
  • Iodine Radioisotopes*
  • Isotope Labeling / methods
  • Kinetics
  • Ligands
  • Male
  • Membrane Glycoproteins*
  • Membrane Transport Proteins*
  • Mice
  • Mice, Inbred Strains
  • Molecular Structure
  • Nerve Tissue Proteins*
  • Tissue Distribution

Substances

  • Carrier Proteins
  • Dopamine Plasma Membrane Transport Proteins
  • Iodine Radioisotopes
  • Ligands
  • Membrane Glycoproteins
  • Membrane Transport Proteins
  • Nerve Tissue Proteins
  • RTI 121
  • Amphetamine
  • Cocaine
  • Dopamine