Microwave-assisted radiosynthesis of [18F]fluorinated fatty acid analogs

Anthony P. Belanger, Mukesh Pandey, Timothy R DeGrado

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

Microwave reactors remain largely underutilized in the field of positron emission tomography (PET) chemistry. This is particularly unfortunate since microwave synthesis elegantly addresses two of the most critical issues of PET radiochemistry with short-lived radionuclides: reaction rate and side-product formation. In this study, we investigate the efficiency of synthesis of terminally [18F]fluorinated fatty acid analogs using a commercial microwave reactor in comparison with conventional heating (CH). Methods: The labeling precursors were methyl esters of terminally substituted alkyl bromides and iodides. Duration and temperatures of the [18F]fluorination reaction were varied. Chemical and radiochemical purities, and radiochemical yields were investigated for conventional (CH) and microwave-assisted (MW) radiosyntheses. Results: The results demonstrate that microwave heating enhanced [18F]fluoride incorporation to >95% (up to 55% improvement), while reducing reaction times to 2 min (~10-fold reduction) or temperatures to 55-60°C (20°C reduction). Overall decay-corrected radiochemical yields of purified [18F]fluoro fatty acids were higher (MW=49.0±4.5%, CH=23.6±3.5%, P<05) with microwave heating and side-products were notably fewer. Conclusion: For routine synthesis of [18F]fluoro fatty acid analogs, microwave heating is faster, milder, cleaner, less variable and higher yielding than CH and therefore the preferred reaction method.

Original languageEnglish (US)
Pages (from-to)435-441
Number of pages7
JournalNuclear Medicine and Biology
Volume38
Issue number3
DOIs
StatePublished - Apr 2011
Externally publishedYes

Fingerprint

Microwaves
Heating
Fatty Acids
Positron-Emission Tomography
Radiochemistry
Temperature
Halogenation
Iodides
Bromides
Fluorides
Radioisotopes
Esters

Keywords

  • [F]fluoro fatty acid
  • Microwave-assisted [F]fluorination
  • PET

ASJC Scopus subject areas

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

Cite this

Microwave-assisted radiosynthesis of [18F]fluorinated fatty acid analogs. / Belanger, Anthony P.; Pandey, Mukesh; DeGrado, Timothy R.

In: Nuclear Medicine and Biology, Vol. 38, No. 3, 04.2011, p. 435-441.

Research output: Contribution to journalArticle

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