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Reaction of [^18^F]4‐fluorobenzenediazonium cations with cysteine or the cysteinyl group: preparation of ^18^F‐labeled S‐aryl‐cysteine and a radiolabeled peptide by J. T. Patt; M. Patt is a Medicine article available to read on EtoBox.

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## Abstract A reaction route for the preparation of no‐carrier‐added (n.c.a.) [^18^F]S‐4‐fluorophenylcysteine **7** via the [^18^F]‐4‐fluorobenzenediazonium ion **4** is described. The key step in this radiosynthesis is the reaction of **4** with cysteine forming [^18^F]4‐fluorophenyldiazocysteine **6**, which is subsequently converted into **7** by irradiation with 366 nm light. **4** was synthesized by reacting 1,4‐dinitrobenzene **1** with [^18^F]‐fluoride in acetonitrile in a PEEK‐capillary in a microwave oven. After dilution of the reaction mixture with methanol, the resulting [^18^F]4‐fluoro‐1‐nitrobenzene **2** was submitted to reduction by means of H~2~ with Pd on C catalyst. The resulting [^18^F]4‐fluoroaniline **3** was purified by HPLC and diazotized to **4**. The preparation of **4** was optimized with regard to yield and purity. The radiochemical yield of **6** was >90% (based on **3**) while after UV irradiation and HPLC purification 45% of **7** (based on **3**) was obtained (yields corrected for decay). The suitability of this method for labeling peptides with fluorine‐18 was demonstrated by application to the tripeptide, glutathione (GSH; γ‐L‐glutamyl‐L‐cysteinygly

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Author

J. T. Patt; M. Patt

Publisher

John Wiley and Sons; Wiley (John Wiley & Sons); John Wiley & Sons Inc.; Wiley (ISSN 0022-2135)

Published

2002

Language

EN

Field

Medicine (Life Sciences)