Synthesis of fluorescent nucleoside analogs as probes for 2'-deoxyribonucleoside kinases.
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.
Li
Yongfeng
Y
Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, GA 30322, USA.
Soni
Priti B
PB
Liu
Lingfeng
L
Zhang
Xiao
X
Liotta
Dennis C
DC
Lutz
Stefan
S
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
D005456:Fluorescent Dyes; D009705:Nucleosides; D017853:Phosphotransferases (Alcohol Group Acceptor); C020018:deoxyribonucleoside kinases