Zalcitabine: Difference between revisions

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'''Zalcitabine''', or '''dideoxycytidine''' ('''DDC''' or '''DDCYD'''), 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, supresses viruses in a similar manner.
'''Zalcitabine''', or '''dideoxycytidine''' ('''DDC''' or '''DDCYD'''), 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, suppresses viruses in a similar manner.


== Chemistry ==
== Chemistry ==
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== External links ==
== External links ==
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Latest revision as of 07:01, 10 November 2024

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Zalcitabine strucure.jpg
zalcitabine
IUPAC name: see chemistry section
Synonyms: dideoxycytidine (ddC)
Formula: C9H13N3O3

 Uses: HIV/AIDS

 Properties: RT inhibitor, cytosine analog, DNA terminator

 Hazards: see drug interactions

Mass (g/mol): CAS #:
211.2178 7481-89-2


Zalcitabine, or dideoxycytidine (DDC or DDCYD), 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, suppresses viruses in a similar manner.

Chemistry

Its IUPAC chemical name of zalcitabine is 4-amino-1-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one, but it is also called dideoxycytidine (ddC), and it has molecular formula C9H13N3O3 giving it a molecular mass of 211.2178 g/mol. It is a structural analog of the natural base deoxycytosine which used in DNA, but zalcitabine lacks the 3'-hydroxy group.

External links

The most up-to-date information about Zalcitabine and other drugs can be found at the following sites.