title: Unnatural enantiomers of 5-azacytidine analogues: syntheses and enzymatic properties.
abstract: 2'-Deoxy-beta-L-5-azacytidine(L-Decitabine), beta-L-5-azacytidine, and derivatives were stereospecifically prepared starting from L-ribose or L-xylose. D- and L-enantiomers of 2'-deoxy-beta-5-azacytidine were weak substrates of human recombinant deoxycytidine kinase (dCK), whereas both enantiomers of beta-5-azacytidine or the L-xylo-analogues were not substrates of the enzyme. None of the reported derivatives of beta-L-5-azacytidine was a substrate of human recombinant cytidine deaminase (CDA).
authors.affiliation: UMR 5625 du CNRS, Département de Chimie, Université Montpellier II, Place Bataillon, 34095 Montpellier, France.
authors.forename: G
authors.initials: G
authors.lastname: Gaubert
authors.forename: G
authors.initials: G
authors.lastname: Gosselin
authors.forename: S
authors.initials: S
authors.lastname: Eriksson
authors.forename: A
authors.initials: A
authors.lastname: Vita
authors.forename: G
authors.initials: G
authors.lastname: Maury
mesh_terms: D001374:Azacitidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism*; D000077209:Decitabine; D003842:Deoxycytidine Kinase / Q000737:chemistry / Q000378:metabolism*; D006801:Humans; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D000077209:Decitabine; D003842:Deoxycytidine Kinase; D001374:Azacitidine