3 years ago

18F-Trifluoromethylation of Unmodified Peptides with 5-18F-(Trifluoromethyl)dibenzothiophenium Trifluoromethanesulfonate

18F-Trifluoromethylation of Unmodified
Peptides with 5-18F-(Trifluoromethyl)dibenzothiophenium
Trifluoromethanesulfonate
Benjamin G. Davis, Veerle Kersemans, Yanlan Wang, Matthew Tredwell, Stefan Verhoog, Véronique Gouverneur, Sean Smart, Thomas C. Wilson, Tanatorn Khotavivattana, Choon Wee Kee
The 18F-labeling of 5-(trifluoromethyl)-dibenzothiophenium trifluoromethanesulfonate, commonly referred to as the Umemoto reagent, has been accomplished applying a halogen exchange 18F-fluorination with 18F-fluoride, followed by oxidative cyclization with Oxone and trifluoromethanesulfonic anhydride. This new 18F-reagent allows for the direct chemoselective 18F-labeling of unmodified peptides at the thiol cysteine residue.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b10227

DOI: 10.1021/jacs.7b10227

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