2-Deoxy-2-[18F]fluoroglucose ([18F]FDG) is the most extensively used positron emission topography (PET) radiotracer in nuclear medicine. In recent years, [18F]-radiolabelled proteins have received particular attention and emerged as a new generation of selective radiopharmaceuticals for PET imaging techniques.In this abstract we describe the development of two complementary methods that allow the formation of defined radiolabelled proteins through the incorporation of fluoro-labelled sugars. The first, is based on copper-catalyzed Huisgen cycloadditions and requires the incorporation of an unnatural amino acid 'tag' into proteins prior to modification with a bespoke sugar reagent. The second, is a practical and convergent method for the site-specific conjugation of thiol fluorosugars to natural cysteine (Cys) and dehydroalanine (Dha, directly accessible from Cys) tagged proteins. This method uses [18F]FDG, the most available source of 18F, and the straightforward formation of glycosyl thiols from sugars without the need for any protecting group chemistry.

Chemical site-selective radiolabelling of proteins using fluorosugars

243rd National Meeting (2012)

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