title: Synthesis of [1-11C]D-glucose and [1-11C]D-mannose from on-line produced [11C]nitromethane.
abstract: A method for the preparation of [1-11C]D-glucose (III) and [1-11C] D-mannose (IV) from [11C] nitromethane is described. [11C]Nitromethane was produced using the on-line method from [11C]methyl iodide. The condensation of no-carrier-added or carrier-added [11C]nitromethane with D-arabinose to form the intermediate epimeric [1-11C]D-nitro alcohols (I and II) was investigated under various conditions. Compounds I and II were converted to III and IV by the classical Nef reaction with IV as the major product [(IV)/(III) = 3/1-4/1]. The isolated radiochemical yield of III and IV was 25-30% (based on [11C]nitromethane and decay-corrected) and 14-17% (EOB) with a total synthesis time of 50 min, including HPLC-purification. Compounds III and IV were isolated using semi-preparative HPLC and the radiochemical purity was greater than 97%. In a typical run, 1.5-2.0 mCi of III and 6-8 mCi of IV could be isolated (starting from 70-90 mCi [11C]nitromethane).
authors.affiliation: Department of Psychiatry and Psychology, Karolinska Hospital, Stockholm, Sweden.
authors.forename: K O
authors.initials: KO
authors.lastname: Schoeps
authors.forename: B
authors.initials: B
authors.lastname: Långström
authors.forename: S
authors.initials: S
authors.lastname: Stone-Elander
authors.forename: C
authors.initials: C
authors.lastname: Halldin
mesh_terms: D001921:Brain / Q000000981:diagnostic imaging / Q000378:metabolism; D002250:Carbon Radioisotopes; D002851:Chromatography, High Pressure Liquid; D005947:Glucose / Q000138:chemical synthesis* / Q000378:metabolism; D006801:Humans; D007202:Indicators and Reagents; D007553:Isotope Labeling / Q000379:methods; D009682:Magnetic Resonance Spectroscopy; D008358:Mannose / Q000138:chemical synthesis* / Q000378:metabolism; D008697:Methane / Q000031:analogs & derivatives*; D009595:Nitroparaffins; D014055:Tomography, Emission-Computed / Q000379:methods
chemical_list: D002250:Carbon Radioisotopes; D007202:Indicators and Reagents; D009595:Nitroparaffins; D005947:Glucose; D008697:Methane; D008358:Mannose; C008640:nitromethane