Synthesis and biodistribution of 2-deoxy-2-[18F]fluoro-D-glucopyranosyl [18F]fluoride in mice.
The synthesis and biodistribution of 2-deoxy-2-[18F]fluoro-D-glucopyranosyl [18F]fluoride (4 approximately) in mice are described. Reaction of 3,4,6-tri-O-acetyl-D-glucal (1 approximately) with [18F]F2 in freon-11 at -78 degrees C gives 2-deoxy-2-[18F]fluoro-3,4,6-tri-O-acetyl-alpha-D-glucopyranosyl [18F]fluoride (2 approximately) and 2-deoxy-2-[18F]fluoro-3,4,6-tri-O-acetyl-beta-D-mannopyranosyl [18F]fluoride (3 approximately). Partial hydrolysis of 2 approximately with NaOMe/MeOH gives compound 4 approximately in a radiochemical yield of approximately 28% (based on 18F recovered) and in a synthesis time of 70 min from EOB. The biodistribution of compound 4 approximately in mice suggests that it defluorinates in vivo to give 2-deoxy-2-[18F]fluoro-D-glucose (5 approximately) and [18F]fluoride as metabolites.
D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D003837:Deoxy Sugars; D003847:Deoxyglucose / Q000031:analogs & derivatives* / Q000378:metabolism; D005215:Fasting; D005260:Female; D005461:Fluorine / Q000378:metabolism*; D051379:Mice; D008815:Mice, Inbred Strains; D011868:Radioisotopes / Q000378:metabolism*; D014018:Tissue Distribution
D003837:Deoxy Sugars; D011868:Radioisotopes; D005461:Fluorine; C041022:2-deoxy-2-fluoroglucopyranosyl fluoride; D003847:Deoxyglucose