Zalcitabine: Difference between revisions

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[[Image:Zalcitabine strucure.jpg|right|thumb|100px|{{#ifexist:Template:Zalcitabine strucure.jpg/credit|{{Zalcitabine strucure.jpg/credit}}<br/>|}}Zalcitabine (ddC)]]  
[[Image:Zalcitabine strucure.jpg|right|thumb|100px|{{#ifexist:Template:Zalcitabine strucure.jpg/credit|{{Zalcitabine strucure.jpg/credit}}<br/>|}}Zalcitabine (ddC)]]  


'''Zalcitabine''', or '''Dideoxycytidine''' ('''DDC'' or '''CCCYD'''), is a dideoxynucleoside [[antiviral drug]] that is an analog of the natural DNA base [[cytosine]].  The lack of 3'-hydroxyl group makes it a viral DNA chain terminator.  It also inhibits  [[HIV]]-1 [[reverse transcriptase]] by binding to it and competing with the natural substrate [[deoxycytidine]] triphosphate (dCTP).  The related drug [[lamivudine]], which has a sulfur atom in place of the 3'-carbon present in zalcitabine.
'''Zalcitabine''', or '''Dideoxycytidine''' ('''DDC''' or '''CCCYD'''), is a dideoxynucleoside [[antiviral drug]] that is an analog of the natural DNA base [[cytosine]].  The lack of 3'-hydroxyl group makes it a viral DNA chain terminator.  It also inhibits  [[HIV]]-1 [[reverse transcriptase]] by binding to it and competing with the natural substrate [[deoxycytidine]] triphosphate (dCTP).  The related drug [[lamivudine]], which has a sulfur atom in place of the 3'-carbon present in zalcitabine.


Its IUPAC chemical name is 4-amino-1-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one and it has molecular formula C<sub>9</sub>H<sub>13</sub>N<sub>3</sub>O<sub>3</sub>.
Its IUPAC chemical name is 4-amino-1-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one and it has molecular formula C<sub>9</sub>H<sub>13</sub>N<sub>3</sub>O<sub>3</sub>.

Revision as of 17:21, 2 February 2008

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Zalcitabine (ddC)

Zalcitabine, or Dideoxycytidine (DDC or CCCYD), is a dideoxynucleoside antiviral drug that is an analog of the natural DNA base cytosine. The lack of 3'-hydroxyl group makes it a viral DNA chain terminator. It also inhibits HIV-1 reverse transcriptase by binding to it and competing with the natural substrate deoxycytidine triphosphate (dCTP). The related drug lamivudine, which has a sulfur atom in place of the 3'-carbon present in zalcitabine.

Its IUPAC chemical name is 4-amino-1-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one and it has molecular formula C9H13N3O3.