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pubmed-article:1400293pubmed:abstractTextCarbovir (9-[4 alpha-(hydroxymethyl)cyclopent-2-ene-1 alpha-yl]guanine) (CBV) is a carbocyclic analogue of 2',3'-dideoxyguanosine that exhibits potent and selective in vitro activity against human immunodeficiency virus. Antiviral activity is associated with only the (-)-enantiomer. The transport characteristics of both (-)-CBV and (+)-CBV were investigated in human erythrocytes at 37 degrees C using a papaverine-stop assay. The influx of both enantiomers appeared saturable and was inhibited greater than 90% by a combination of adenine (a low Km permeant of the nucleobase carrier) and dilazep (a potent inhibitor of nucleoside transport). The influx of (-)-CBV and (+)-CBV proceeded primarily via the nucleobase carrier with Vmax (picomoles/second/5 microliters of cells)/Km (millimolar) values of 17/0.12 and 140/1.9, respectively. To a lesser extent, the influx of (-)-CBV and (+)-CBV also occurred via the nucleoside transporter. Although both compounds exhibited a similar low affinity for this latter carrier (Km approximately 2 mM), the Vmax for (-)-CBV influx was approximately 4-fold higher than the Vmax for (+)-CBV influx. We conclude that both CBV enantiomers enter human erythrocytes by two transporters that are enantiomerically selective.lld:pubmed
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pubmed-article:1400293pubmed:dateRevised2004-11-17lld:pubmed
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pubmed-article:1400293pubmed:year1992lld:pubmed
pubmed-article:1400293pubmed:articleTitleEnantiomeric selectivity of carbovir transport.lld:pubmed
pubmed-article:1400293pubmed:affiliationDivision of Experimental Therapy, Wellcome Research Laboratories, Research Triangle Park, North Carolina 27709.lld:pubmed
pubmed-article:1400293pubmed:publicationTypeJournal Articlelld:pubmed
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