title: Fluorinated 7-deazapurine 2'-deoxyribonucleosides: modification at the nucleobase and the sugar moiety.
abstract: 7-Deaza-7-fluoro-purine 2'-deoxynucleosides as well as 2'-deoxy-2'-fluoroarabinofuranosyl nucleosides 1-8 were synthesized. The fluorine atom was introduced on the base level with Selectfluor. Nucleobase-anion glycosylation was then employed to form the nucleosides. Properties of the fluorine compounds were studied in solution and in solid state. Compound 4a was incorporated into oligonucleotides where the stabilizing effect was observed.
authors: Laboratory of Bioorganic Chemistry and Chemical Biology, Center for Nanotechnology, Münster, Germany. frank.seela@cemi-osnabruck.de
authors: Frank
authors: F
authors: Seela
authors: Kuiying
authors: K
authors: Xu
authors: Padmaja
authors: P
authors: Chittepu
authors: Xin
authors: X
authors: Ming
mesh_terms: D002241:Carbohydrates / Q000737:chemistry*; D003853:Deoxyribonucleosides / Q000737:chemistry*; D017611:Fluorine Compounds / Q000737:chemistry*; D011687:Purines / Q000737:chemistry*; D013816:Thermodynamics; D044366:Transition Temperature
chemical_list: C512929:7-deazapurine; D002241:Carbohydrates; D003853:Deoxyribonucleosides; D017611:Fluorine Compounds; D011687:Purines