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2′-Fluoro-5-methyl-β-l -arabinofuranosyluracil (l -FMAU) is the firstl -nucleoside analog with low cytotoxicity discovered to have potent antiviral activities against both hepatitis B virus and Epstein-Barr virus but not human immunodeficiency virus. This spectrum of activity is different from those of the otherl -nucleoside analogs examined.l -FMAU enters cells through equilibrative-sensitive and -insensitive nucleoside transport as well as through nonfacilitated passive diffusion.l -FMAU is phosphorylated stepwise in cells to its mono-, di-, and triphosphate forms. In the present study the enzymes responsible for the first step ofl -FMAU phosphorylation were identified. This is the first thymidine analog shown to be a substrate not only for cytosolic thymidine kinase and mitochondrial deoxypyrimidine kinase but also for deoxycytidine kinase. This finding suggests that the antiviral activity ofl -FMAU will not be limited by the loss or alteration of any of these deoxynucleoside kinases.

antimicrobial agents and chemotherapy

Unique Metabolism of a Novel Antiviral <scp>l</scp> -Nucleoside Analog, 2′-Fluoro-5-Methyl-β- <scp>l</scp> -Arabinofuranosyluracil: a Substrate for Both Thymidine Kinase and Deoxycytidine Kinase

Unique Metabolism of a Novel Antiviral l -Nucleoside Analog, 2′-Fluoro-5-Methyl-β- l -Arabinofuranosyluracil: a Substrate for Both Thymidine Kinase and Deoxycytidine Kinase