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Automating the production of [Fe18FF2(BnMe2-tacn)] and investigating radiostabilisers for use with high-activity [18F]F−

  • Madeleine S. Woodward , Danielle E. Runacres , Julian Grigg , Imtiaz Khan , William Levason , Graeme McRobbie and Gillian Reid ORCID logo EMAIL logo
Published/Copyright: January 5, 2024
Pure and Applied Chemistry
From the journal Pure and Applied Chemistry Volume 96 Issue 1

Abstract

The manual radiofluorination and purification of [FeF3(BnMe2-tacn)] (tacn = 1,4,7-triazacyclononane) using 18F− in aqueous EtOH has been translated to a GE FASTLab™ automatic synthesis platform and optimised by conducting a series of low-activity radiolabelling experiments to explore the effects of varying the precursor concentration, temperature, heating time, addition of NaOAc buffer and EtOH:H2O ratio. The optimal conditions were determined to be 1 mg/mL of the precursor being heated at 120 °C for 10 min in 75 %:25 % EtOH:H2O containing 18F−, with elution using 10 mM NaOAc, giving 61 % radiochemical yield (RCY). These conditions were then employed with high-activity 18F− giving a 97 % radiochemical purity (RCP) at t = 0, which decreases by 22 % over 5 h. Sodium ascorbate, nicotinamide and p-benzoic acid (pABA) were then tested as potential radiostabilisers for this system, initially using low-activity 18F−. These experiments revealed very rapid defluorination of the radioproduct in the presence of sodium ascorbate. In contrast, both nicotinamide and pABA appear to be effective radiostabilisers, resulting in RCP values of 91 % and 89 %, respectively, after 2 h, which compare with an RCP of 81 % under analogous conditions at t = 2 h in their absence. High-activity experiments were then undertaken with addition of 5 mg/mL of nicotinamide, with a radio-active concentration (RAC) of 220 MBq/mL, giving RCY of 26 % and following purification, RCP values for the [Fe18FF2(BnMe2-tacn)] product of 97 % at t = 0 and 86 % after 3 h.

Keywords: benzyl dimethyl tacn; high activity 18F; iron complex; isotopic exchange; 2023 IUPAC Distinguished Women in Chemistry and Chemical Engineering; radiofluorine; radiostabilisers; Women in Science
Corresponding author: Gillian Reid, School of Chemistry, University of Southampton, Southampton SO17 1BJ, UK, e-mail:
Article note: A special collection of invited papers by recipients of the 2023 IUPAC Distinguished Women in Chemistry and Chemical Engineering Awards.

Funding source: Engineering and Physical Sciences Research Council

Award Identifier / Grant number: EP/R513325/1

Award Identifier / Grant number: EP/S032789/1

Funding source: GE Healthcare

Award Identifier / Grant number: Unassigned

Acknowledgments

This research was funded by a CASE studentship to M.S.W from GE Healthcare and EPSRC grant number EP/R513325/1, and through the EPSRC Mithras Programme Grant (EP/S032789/1).

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Supplementary Material

This article contains supplementary material (https://doi.org/10.1515/pac-2023-1008).

Published Online: 2024-01-05
Published in Print: 2024-01-29

© 2023 IUPAC & De Gruyter

Articles in the same Issue

  1. Frontmatter
  2. Editorial
  3. IUPAC Distinguished Women in Chemistry and Chemical Engineering Awards 2023
  4. Special topic papers
  5. Catalytic oxidative carbon–carbon bond-formations of benzene-1,2-diols
  6. Supramolecular assemblies with macrocyclic hosts: applications in antibacterial activity
  7. Women in chemistry: remarkable progress, but are we there yet?
  8. Automating the production of [Fe18FF2(BnMe2-tacn)] and investigating radiostabilisers for use with high-activity [18F]F−
  9. Bridging two worlds: (DABCO-H)CuKI3 a hybrid copper iodide phosphor with a perovskite structure
  10. Empowering women in science through role models, mentors, and support groups: a personal perspective
  11. Peptides for therapeutic applications – challenges and chances
  12. Mechanisms of chemical vapor generation by aqueous boranes for trace element analysis: a rather long and unfinished story
  13. IUPAC Technical Report
  14. A brief guide to measurement uncertainty (IUPAC Technical Report)
  15. IUPAC Recommendations
  16. Definition of the pnictogen bond (IUPAC Recommendations 2023)
https://doi.org/10.1515/pac-2023-1008
Keywords for this article
benzyl dimethyl tacn; high activity 18F; iron complex; isotopic exchange; 2023 IUPAC Distinguished Women in Chemistry and Chemical Engineering; radiofluorine; radiostabilisers; Women in Science

Articles in the same Issue

  1. Frontmatter
  2. Editorial
  3. IUPAC Distinguished Women in Chemistry and Chemical Engineering Awards 2023
  4. Special topic papers
  5. Catalytic oxidative carbon–carbon bond-formations of benzene-1,2-diols
  6. Supramolecular assemblies with macrocyclic hosts: applications in antibacterial activity
  7. Women in chemistry: remarkable progress, but are we there yet?
  8. Automating the production of [Fe18FF2(BnMe2-tacn)] and investigating radiostabilisers for use with high-activity [18F]F−
  9. Bridging two worlds: (DABCO-H)CuKI3 a hybrid copper iodide phosphor with a perovskite structure
  10. Empowering women in science through role models, mentors, and support groups: a personal perspective
  11. Peptides for therapeutic applications – challenges and chances
  12. Mechanisms of chemical vapor generation by aqueous boranes for trace element analysis: a rather long and unfinished story
  13. IUPAC Technical Report
  14. A brief guide to measurement uncertainty (IUPAC Technical Report)
  15. IUPAC Recommendations
  16. Definition of the pnictogen bond (IUPAC Recommendations 2023)
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