title: Synthesis of fluorescent nucleoside analogs as probes for 2'-deoxyribonucleoside kinases.
abstract: We are reporting on the synthesis of fluorescent nucleoside analogs with modified sugar moieties (e.g., sugars other than ribose and 2'-deoxyribose). Four novel derivatives of the fluorescent thymidine analog 6-methyl-3-(beta-D-2'-deoxyribofuranosyl) furano-[2,3-d]pyrimidin-2-one were synthesized via Sonogashira reaction and subsequent copper-catalyzed cycloaddition. These compounds represent promising tools for studying nucleoside metabolism inside living cells, as well as for screening directed evolution libraries of 2'-deoxyribonucleoside kinases with new and improved activity for the corresponding nucleoside analogs.
authors.affiliation: Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, GA 30322, USA.
authors.forename: Yongfeng
authors.initials: Y
authors.lastname: Li
authors.forename: Priti B
authors.initials: PB
authors.lastname: Soni
authors.forename: Lingfeng
authors.initials: L
authors.lastname: Liu
authors.forename: Xiao
authors.initials: X
authors.lastname: Zhang
authors.forename: Dennis C
authors.initials: DC
authors.lastname: Liotta
authors.forename: Stefan
authors.initials: S
authors.lastname: Lutz
mesh_terms: D000818:Animals; D004331:Drosophila melanogaster; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000378:metabolism; D009705:Nucleosides / Q000138:chemical synthesis* / Q000378:metabolism; D017853:Phosphotransferases (Alcohol Group Acceptor) / Q000138:chemical synthesis* / Q000378:metabolism
chemical_list: D005456:Fluorescent Dyes; D009705:Nucleosides; D017853:Phosphotransferases (Alcohol Group Acceptor); C020018:deoxyribonucleoside kinases