Oxime formation for fluorine-18 labeling of peptides and proteins for positron emission tomography (PET) imaging: A review

Abstract Positron emission tomography (PET) is a powerful technology for medical and biological imaging and the scope of PET applications is expanding rapidly. The development of suitable PET tracers is at a central position in PET technology. An increasing number of peptides and proteins have been developed for the clinic due to their special properties which small molecule drugs do not have. These advances have provoked interest in the research community to develop radiolabeled peptides and proteins for diagnosis and therapy. Fluorine-18 is a short-lived isotope of fluorine with superior properties for PET-imaging. A majority of presently used radiopharmaceuticals in PET are labeled with fluorine-18. This review focuses on a promising strategy, oxime formation of aminooxy-functionalized peptides with 18 F-containing aldehydes, for fluorine-18 labeling of peptides/proteins. At present only a few 18 F-containing prosthetic groups are available for oxime formation. The radiosynthesis of the 18 F-containing aldehydes and key factors influencing conjugation efficiency of 18 F-containing aldehydes with peptides are addressed.