title: One-step (18)F-labeling of peptides for positron emission tomography imaging using the SiFA methodology.
abstract: Here we present a procedure to label peptides with the positron-emitting radioisotope fluorine-18 ((18)F) using the silicon-fluoride acceptor (SiFA) labeling methodology. Positron emission tomography (PET) has gained high importance in noninvasive imaging of various diseases over the past decades, and thus new specific imaging probes for PET imaging, especially those labeled with (18)F, because of the advantageous properties of this nuclide, are highly sought after. N-terminally SiFA-modified peptides can be labeled with (18)F(-) in one step at room temperature (20-25 °C) or below without forming side products, thereby producing satisfactory radiochemical yields of 46 ± 1.5% (n = 10). The degree of chemoselectivity of the (18)F-introduction, which is based on simple isotopic exchange, allows for a facile cartridge-based purification fully devoid of HPLC implementation, thereby yielding peptides with specific activities between 44.4 and 62.9 GBq μmol(-1) (1,200-1,700 Ci mmol(-1)) within 25 min.
authors.affiliation: Biomedical Chemistry, Medical Research Center Mannheim, Medical Faculty Mannheim, Heidelberg University, Mannheim, Germany.
authors.forename: Carmen
authors.initials: C
authors.lastname: Wängler
authors.forename: Sabrina
authors.initials: S
authors.lastname: Niedermoser
authors.forename: Joshua
authors.initials: J
authors.lastname: Chin
authors.forename: Katy
authors.initials: K
authors.lastname: Orchowski
authors.forename: Esther
authors.initials: E
authors.lastname: Schirrmacher
authors.forename: Klaus
authors.initials: K
authors.lastname: Jurkschat
authors.forename: Liuba
authors.initials: L
authors.lastname: Iovkova-Berends
authors.forename: Alexey P
authors.initials: AP
authors.lastname: Kostikov
authors.forename: Ralf
authors.initials: R
authors.lastname: Schirrmacher
authors.forename: Björn
authors.initials: B
authors.lastname: Wängler
mesh_terms: D002851:Chromatography, High Pressure Liquid; D005462:Fluorine Radioisotopes; D007553:Isotope Labeling / Q000379:methods*; D017646:Organosilicon Compounds / Q000032:analysis / Q000737:chemistry; D010455:Peptides / Q000032:analysis* / Q000737:chemistry; D049268:Positron-Emission Tomography / Q000379:methods*; D013696:Temperature
chemical_list: D005462:Fluorine Radioisotopes; D017646:Organosilicon Compounds; D010455:Peptides; C525968:p-(di-tert-butyl((18)F)fluorosilyl)benzaldehyde