Electrophilic Addition of Chlorine Monofluoride for PET tracers View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2013-04

AUTHORS

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

ABSTRACT

PURPOSE: We have studied the utility of [(18)F]ClF electrophilic addition to the carbon-carbon double bond of analogues of a model positron emission tomography (PET) tracer, [(18)F]EF5. The consequence of simultaneous chlorine/fluorine addition on lipophilicity and biological activity of the molecule is evaluated. PROCEDURES: Post-target produced [(18)F]F2 was reacted with Cl2 to produce [(18)F]ClF, which was used in electrophilic addition. RESULTS: [(18)F]ClF was produced and used to label chlorinated analogues of [(18)F]EF5. The chlorinated analogues, [(18)F]EF4Cla and [(18)F]EF4Clb, were synthesized simultaneously. The in vivo uptake of the analogues compared well with [(18)F]EF5 uptake in tumor-bearing mice. CONCLUSION: [(18)F]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 [(18)F]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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