Electrophilic Addition of Chlorine Monofluoride for PET tracers View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2012-08-07

AUTHORS

Anna Kirjavainen, Sarita Forsback, Tove J. Grönroos, Laura Haavisto, Merja Haaparanta, Olof Solin

ABSTRACT

PurposeWe have studied the utility of [18F]ClF electrophilic addition to the carbon–carbon double bond of analogues of a model positron emission tomography (PET) tracer, [18F]EF5. The consequence of simultaneous chlorine/fluorine addition on lipophilicity and biological activity of the molecule is evaluated.ProceduresPost-target produced [18F]F2 was reacted with Cl2 to produce [18F]ClF, which was used in electrophilic addition.Results[18F]ClF was produced and used to label chlorinated analogues of [18F]EF5. The chlorinated analogues, [18F]EF4Cla and [18F]EF4Clb, were synthesized simultaneously. The in vivo uptake of the analogues compared well with [18F]EF5 uptake in tumor-bearing mice.Conclusion[18F]ClF is a suitable labeling reagent for electrophilic addition to double bonds of PET tracers. The results show that the modification of the pentafluoro group of [18F]EF5 by monofluorine-for-chlorine exchange affected the lipophilicity, but the hypoxia avidity of these molecules was not apparently altered. More... »

PAGES

131-135

References to SciGraph publications

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s11307-012-0584-9

DOI

http://dx.doi.org/10.1007/s11307-012-0584-9

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1033649922

PUBMED

https://www.ncbi.nlm.nih.gov/pubmed/22869463


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