Cytidine

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Not to be confused with cytosine, cysteine, cystine, or cytisine.
Cytidine
Skeletal formula of cytidine
Ball-and-stick model of the cytidine molecule
Names
IUPAC name
4-​amino-​1-​[3,​4-​dihydroxy-​5-​(hydroxymethyl)​tetrahydrofuran-​2-​yl]​pyrimidin-​2-​one
Identifiers
65-46-3 YesY
ChEBI CHEBI:17562 YesY
ChEMBL ChEMBL95606 YesY
ChemSpider 5940 YesY
4728
Jmol-3D images Image
KEGG D07769 YesY
MeSH Cytidine
PubChem 6175
UNII 5CSZ8459RP YesY
Properties
C9H13N3O5
Molar mass 243.217
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
 YesY verify (what isYesY/N?)
Infobox references

Cytidine is a nucleoside molecule that is formed when cytosine is attached to a ribose ring (also known as a ribofuranose) via a β-N1-glycosidic bond. Cytidine is a component of RNA.

If cytosine is attached to a deoxyribose ring, it is known as a deoxycytidine.

Dietary sources of cytidine[edit]

Dietary sources of cytidine include foods with high RNA (ribonucleic acid) content,[1] such as organ meats, Brewer's yeast, as well as pyrimidine-rich foods such as beer. During digestion, RNA-rich foods are broken-down into ribosyl pyrimidines (cytidine and uridine), which are absorbed intact.[1] In humans, dietary cytidine is converted into uridine,[2] which is probably the compound behind cytidine's metabolic effects.

Cytidine analogs[edit]

There are a variety of cytidine analogs with potentially useful pharmacology. For example, KP-1461 is an anti-HIV agent that works as a viral mutagen,[3] and zebularine exists in E. coli and is being examined for chemotherapy. Low doses of azacitidine and its analog decitabine have shown results against cancer through epigenetic demethylation.[4]

References[edit]

  1. ^ a b Jonas DA; Elmadfa I; Engel KH et al. (2001). "Safety considerations of DNA in food". Ann Nutr Metab. 45 (6): 235–54. doi:10.1159/000046734. PMID 11786646. 
  2. ^ Wurtman RJ, Regan M, Ulus I, Yu L (Oct 2000). "Effect of oral CDP-choline on plasma choline and uridine levels in humans". Biochem Pharmacol. 60 (7): 989–92. doi:10.1016/S0006-2952(00)00436-6. PMID 10974208. 
  3. ^ John S. James. "New Kind of Antiretroviral, KP-1461". AIDS Treatment News. 
  4. ^ "Scientists reprogram cancer cells with low doses of epigenetic drugs". Medical XPress. March 22, 2012. 

External links[edit]