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)

John R. Lever, F. Ivy Carroll, Amrat Patel, Philip Abraham, John Boja, Anita Lewin, Robert Lew

Research output: Contribution to journalArticlepeer-review

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

Original languageEnglish (US)
Pages (from-to)1131-1137
Number of pages7
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Volume33
Issue number12
DOIs
StatePublished - Dec 1993

Keywords

  • Radioiodination
  • cocaine
  • dopamine transporter
  • iodine‐125
  • photoaffinity labeling

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Radiology Nuclear Medicine and imaging
  • Drug Discovery
  • Spectroscopy
  • Organic Chemistry

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