A series of 2-O-trifluoromethylsulfonyl-D-mannopyranosides as precursors for concomitant 18F-labeling and glycosylation by click chemistry.
A series of 'clickable' mannopyranosides bearing a triflate leaving group at C-2 position were synthesized and tested for their potential as (18)F-labeling precursors. 3,4,6-Tri-O-acetyl-2-O-trifluoromethanesulfonyl-beta-D-mannopyranosyl azide (2beta) was the most convenient precursor for a site-specific and reliable click chemistry-based three-step, two-pot concomitant (18)F-labeling and glycosylation of an alkyne-functionalized amino acid derivative.
Maschauer
Simone
S
Laboratory of Molecular Imaging, Clinic of Nuclear Medicine, Friedrich-Alexander University Erlangen-Nürnberg, Erlangen, Germany.
Prante
Olaf
O
D005462:Fluorine Radioisotopes / Q000737:chemistry*; D006031:Glycosylation; D009682:Magnetic Resonance Spectroscopy; D008358:Mannose / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D049268:Positron-Emission Tomography
D005462:Fluorine Radioisotopes; D008358:Mannose