Facile synthesis of N-succinimidyl 4-[18F]fluorobenzoate ([ 18F]SFB) for protein labeling

G. Tang, Wenbin Zeng, Meixiang Yu, G. Kabalka

Research output: Contribution to journalArticlepeer-review

69 Scopus citations


An efficient preparation of N-succinimidyl 4-[18F]fluorobenzoate ([18F]SFB) based on a convenient three-step, one-pot procedure is described. [18F]Fluorination of the precursor ethyl 4-(trimethylammonium triflate)benzoate gave ethyl 4-[18F] fluorobenzoate. Saponification of the ethyl 4-[18F]fluorobenzoate with aqueous tetrapropylammonium hydroxide yielded the corresponding 4-[ 18F]fluorobenzoate salt ([18F]FBA), which was then treated with N,N,N,N′-tetramethyl-O-(N-succinimidyl)uronium hexafluorophosphate. The purified [18F]SFB was used for the labeling of Avastin™ (Bevacizumab) through [18F]fluorobenzoylation of the Avastin's α-amino groups. The decay-corrected radiochemical yields of [ 18F]SFB were as high as 44% (based on [18F]fluoride (n = 10) with a synthesis time of less than 60 min. [18F]Avastin was produced in decay-corrected radiochemical yields of up to 42% (n = 5) within 30 min (based on [18F]SFB). The radiochemical purities of [ 18F]SFB and [18F]Avastin were greater than 95%.

Original languageEnglish (US)
Pages (from-to)68-71
Number of pages4
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Issue number1
StatePublished - Jan 2008


  • F
  • Avastin
  • One-pot
  • Protein labeling
  • Radiosynthesis
  • SFB
  • VEGF

ASJC Scopus subject areas

  • Analytical Chemistry
  • Drug Discovery
  • Organic Chemistry
  • Clinical Biochemistry
  • Molecular Medicine
  • Pharmacology


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