title: Phosphorylation of 5'-deoxy-5-fluorouridine with inorganic phosphorylating agents.
abstract: The phosphorylation of 5'-deoxy-5-fluorouridine (doxifluridine, 5'-DFUR) has been achieved using inorganic cyclo-triphosphate (P(3m), Na(3)P(3)O(9)) and monoimido-cyclo-triphosphate (MCTP, Na(3)P(3)O(8)NH) in aqueous solution. In the reaction of 5'-DFUR with P(3m), 2'-monophospho-5'-DFUR and 3'-monophospho-5'-DFUR were synthesized with a total yield of more than 95%. In the reaction of 5'-DFUR with MCTP, 2'-diphosphoramidophosphono-5'-DFUR and 3'-diphosphoramidophosphono-5'-DFUR were synthesized with a total yield of more than 40%. The phosphorylated products with P(3m) and MCTP were stable in neutral and alkaline solutions.
authors: Department of Functional Molecular Chemistry, Kobe Pharmaceutical University, Japan. i-hideko@kobepharma-u.ac.jp
authors: Hideko
authors: H
authors: Maeda
authors: Takuma
authors: T
authors: Kusuhara
authors: Mitsutomo
authors: M
authors: Tsuhako
authors: Hirokazu
authors: H
authors: Nakayama
mesh_terms: D005467:Floxuridine / Q000031:analogs & derivatives* / Q000737:chemistry; D007094:Imides / Q000737:chemistry*; D010766:Phosphorylation; D011122:Polyphosphates / Q000737:chemistry*; D014867:Water / Q000737:chemistry
chemical_list: D007094:Imides; D011122:Polyphosphates; C516188:monoimido-cyclo-triphosphate; D005467:Floxuridine; D014867:Water; C005692:triphosphoric acid; C025034:doxifluridine