title: The 5'-triphosphates of the (-) and (+) enantiomers of cis-5-fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolane-5-yl]cytosine equally inhibit human immunodeficiency virus type 1 reverse transcriptase.
abstract: The (-) enantiomer of cis-5-fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolane-5-yl]cytosine is a potent inhibitor of human immunodeficiency virus type 1 in vitro. The 5'-triphosphates of the (-) and (+) enantiomers equally inhibited the production of full-length minus-strand DNA in an endogenous reverse transcriptase reaction, each competitively inhibited DNA synthesis, and each was used as a chain-terminating substrate.
authors.affiliation: Division of Virology, Burroughs Wellcome Co., Research Triangle Park, North Carolina 27709.
authors.forename: J E
authors.initials: JE
authors.lastname: Wilson
authors.forename: J L
authors.initials: JL
authors.lastname: Martin
authors.forename: K
authors.initials: K
authors.lastname: Borroto-Esoda
authors.forename: S
authors.initials: S
authors.lastname: Hopkins
authors.forename: G
authors.initials: G
authors.lastname: Painter
authors.forename: D C
authors.initials: DC
authors.lastname: Liotta
authors.forename: P A
authors.initials: PA
authors.lastname: Furman
mesh_terms: D000998:Antiviral Agents / Q000494:pharmacology*; D003570:Cytidine Triphosphate / Q000031:analogs & derivatives* / Q000494:pharmacology; D004279:DNA, Viral / Q000096:biosynthesis; D000068679:Emtricitabine / Q000031:analogs & derivatives; D054303:HIV Reverse Transcriptase; D015497:HIV-1 / Q000187:drug effects / Q000201:enzymology / Q000378:metabolism; D007700:Kinetics; D012367:RNA, Viral / Q000096:biosynthesis; D018894:Reverse Transcriptase Inhibitors; D013237:Stereoisomerism; D013876:Thiophenes; D016047:Zalcitabine / Q000031:analogs & derivatives / Q000494:pharmacology
chemical_list: D000998:Antiviral Agents; D004279:DNA, Viral; D012367:RNA, Viral; D018894:Reverse Transcriptase Inhibitors; D013876:Thiophenes; C083567:5-fluoro-1-(2-hydroxymethyl)-1,3-oxathiolane-5-yl-cytidine-5'-triphosphate; D003570:Cytidine Triphosphate; D016047:Zalcitabine; D054303:HIV Reverse Transcriptase; D000068679:Emtricitabine; C075889:Racivir