Synthesis of 8-[18F]fluoroguanine derivatives: In vivo probes for imaging gene expression with positron emission tomography

Mohammad Namavari, Jorge R. Barrio, Tatsushi Toyokuni, Sanjiv S. Gambhir, Simon R Cherry, Harvey R. Herschman, Michael E. Phelps, N. Satyamurthy

Research output: Contribution to journalArticle

62 Scopus citations

Abstract

A new method for the preparation of 8-[18F]fluoroguanine derivatives based on a direct radiofluorination reaction has been developed. The radiofluorination of ganciclovir (1a) with [18F]F2 was carried out in absolute ethanol in the presence of tetraethylammonium hydroxide at room temperature to give 8-[18F]fluoroganciclovir (3a) in an approximately 1% radiochemical yield. Similarly, 8-[18F]fluoropenciclovir (3b), 8-[18F]fluoroacyclovir (3c), and 8-[18F]fluoroguanosine (3d) were synthesized from penciclovir (1b), acyclovir (1c), and guanosine (1d), respectively, using [18F]F2. The structural analyses of the final products (3a, 3b, 3c, and 3d) were carried out after 18F decay by 1H, 13C, and 19F nuclear magnetic resonance and high resolution mass spectroscopy. Copyright (C) 2000 Elsevier Science Inc.

Original languageEnglish (US)
Pages (from-to)157-162
Number of pages6
JournalNuclear Medicine and Biology
Volume27
Issue number2
DOIs
StatePublished - Feb 2000

Keywords

  • 8-[F]Fluoroacyclovir
  • 8-[F]Fluoroganciclovir
  • 8-[F]Fluoropenciclovir
  • Gene expression
  • PET

ASJC Scopus subject areas

  • Cancer Research
  • Molecular Medicine
  • Radiology Nuclear Medicine and imaging

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