Design and synthesis of enantiopure 18F-labelled [18F]trifluoromethyltryptophan from 2-halotryptophan derivatives via copper(I)-mediated [18F]trifluoromethylation and evaluation of its in vitro characterization for the serotonergic system imaging

Ho Young Kim, Ji Youn Lee, Yun Sang Lee, Jae Min Jeong

Research output: Contribution to journalArticle

Abstract

We synthesized [18F]trifluoromethyl-l-tryptophan ([18F]CF3-l-Trp) using Cu(I)-mediated [18F]trifluoromethylation to image serotonergic system. Radiochemical yield was 6 ± 1.5% (n = 9), and radiochemical purity was over 99%. The molar activity was 0.44 to 0.76 GBq/μmol. [18F]CF3-l-Trp was stable for up to 6 hours in mouse and human sera at 37°C. Protein-binding was 0.26 ± 0.03% and 0.34 ± 0.02% in human and mouse serum at 60 minutes, respectively. In conclusion, enantiopure [18F]CF3-l-Trp was synthesized as a feasible imaging agent for the serotonergic system.

Original languageEnglish
Pages (from-to)566-579
Number of pages14
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Volume62
Issue number9
DOIs
StatePublished - Jul 2019

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Keywords

  • 5-HT
  • CF-l-Trp
  • amino acid
  • serotonin
  • tryptophan

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