Facile synthesis of 2-deoxy-2-[18F]fluorosorbitol using sodium borohydride on aluminum oxide

Koki Hasegawa, Kazuhiro Koshino, Takahiro Higuchi

Research output: Contribution to journalArticlepeer-review

Abstract

2-Deoxy-2-[18F]fluorosorbitol (18F-FDS) has become increasingly useful in functional renal imaging. FDS is synthesized by the one-step reduction of 2-deoxy-2-[18F]fluoroglucose (18F-FDG). To develop a more simple and rapid procedure for 18F-FDS synthesis, we examined reduction reactions with solid-supported NaBH4. Synthetic yields using BH4–IRA400 (polymer-based matrix) and NaBH4–Al2O3 (clay-based matrix) as solid-supported reagents were compared. NaBH4–Al2O3 was found to be far superior to BH4–IRA400 in the FDG reduction reaction. IRA 400 was not suitable for this reaction because it adsorbs FDG, in addition to glucose, with no FDS synthesized when using BH4–IRA400. By contrast, NaBH4–Al2O3 only required a filtration as workup, affording FDS in 90% yield after a total of 10 min. NaBH4 on alumina was readily consumed in the reaction within 1 min, regardless of the amount used, by simply stirring with a vortex mixer. Complicated procedures, such as microwave irradiation, were not necessary. This simple operation will allow kit formulation and is suitable for radiosynthesis. In conclusion, clay-supported reagents showed low absorption and were time saving, which are highly compatible with 18F-FDS synthesis.

Original languageEnglish
JournalJournal of Labelled Compounds and Radiopharmaceuticals
DOIs
Publication statusAccepted/In press - 2020

Keywords

  • 2-Deoxy-2-[F]fluorosorbitol
  • 2-deoxy-2-[F]fluoroglucose
  • BH–IRA400
  • NaBH–AlO

ASJC Scopus subject areas

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

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