title: Synthesis of regioselectively protected forms of cytidine based on enzyme-catalyzed deacetylation as the key step.
abstract: N4-Acetylcytidine (77%) and 2',3'-O, N4-triacetylcytidine (95%) were obtained from the hydrolysis of a common precursor, the peracetylated form of cytidine with Aspergillus niger lipase (Amano A) and Burkholderia cepacia esterase (SC esterase S), respectively, under very mild conditions. The experimental procedure for the conversion of triacetylcytidine to a corresponding phosphoramidite (82%), an intermediate for sugar nucleotide synthesis, is also elaborated.
authors.affiliation: Department of Chemistry, Keio University, Yokohama, Japan.
authors.forename: A
authors.initials: A
authors.lastname: Kuboki
authors.forename: T
authors.initials: T
authors.lastname: Ishihara
authors.forename: E
authors.initials: E
authors.lastname: Kobayashi
authors.forename: H
authors.initials: H
authors.lastname: Ohta
authors.forename: T
authors.initials: T
authors.lastname: Ishii
authors.forename: A
authors.initials: A
authors.lastname: Inoue
authors.forename: S
authors.initials: S
authors.lastname: Mitsuda
authors.forename: T
authors.initials: T
authors.lastname: Miyazaki
authors.forename: Y
authors.initials: Y
authors.lastname: Kajihara
authors.forename: T
authors.initials: T
authors.lastname: Sugai
mesh_terms: D000107:Acetylation; D001234:Aspergillus niger / Q000201:enzymology; D016956:Burkholderia cepacia / Q000201:enzymology; D002384:Catalysis; D003562:Cytidine / Q000138:chemical synthesis* / Q000737:chemistry; D004950:Esterases / Q000378:metabolism*; D006868:Hydrolysis; D008049:Lipase / Q000378:metabolism*; D013057:Spectrum Analysis
chemical_list: D003562:Cytidine; D004950:Esterases; D008049:Lipase