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)

✍ Scribed by John R. Lever; F. Ivy Carroll; Amrat Patel; Philip Abraham; John Boja; Anita Lewin; Robert Lew

• Publisher: John Wiley and Sons
• Year: 1993
• Tongue: French
• Weight: 402 KB
• Volume: 33
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.2580331207

✦ Synopsis

Abstract

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 [^125^I]‐RTI‐82 in good yield (76 ± 7%, n=6), high radiochemical purity (>99.8%), and high specific radioactivity (1490 ‐ 1880 mCi/μmol).