Radiosynthesis of a photoaffinity probe for the cocaine receptor of the dopamine transporter : 3β-(p-chlorophenyl)tropan-2β-carboxylic acid m-([125I]-iodo)-p-azidophenethyl ester ([125I]-RTI-82)

The tropane alkaloid RTI-82, an iodoarylazide, has been labeled with iodine-125 for use as a photoaffinity probe for the cocaine binding site of the dopamine transporter. The one-flask radiosynthesis involves nocarrier-added electrophilic radioiodination of the corresponding aniline followed by diazotization and treatment with sodium azide. Isolation by reverse phase HPLC and solid phase extraction gives [125I]-RTI-82 in good yield (76 ± 7%, n=6), high radiochemical purity (>99.8%), and high specific radioactivity (1490 - 1880 mCi/μmol).

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