5-methylcytidine

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Structural formula
Structural formula of 5-methylcytidine
General
Surname 5-methylcytidine
other names
  • m 5 C (short code)
  • 1-β- D- ribofuranosyl-4-amino-5-methyl-pyrimidin-2-one
  • 1 - [(2 R , 3 R , 4 S , 5 R ) -3,4-dihydroxy-5- (hydroxymethyl) oxolan-2-yl] -4-amino-5-methyl-pyrimidin-2-one
Molecular formula C 10 H 15 N 3 O 5
External identifiers / databases
CAS number 2140-61-6
EC number 218-390-8
ECHA InfoCard 100.016.719
PubChem 92918
ChemSpider 83877
Wikidata Q238546
properties
Molar mass 257.24 g mol −1
Physical state

firmly

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

5-methylcytidine (m 5 C) is a rare nucleoside and occurs in tRNA , rRNA and mRNA . It consists of β- D- ribofuranose (sugar) and 5-methylcytosine . It is a derivative of cytidine which is methylated in the 5-position . This substitution pattern corresponds to the analogy between uridine and thymidine . 5-methylcytidine was isolated from RNA in 1960.

A tRNA Phe from S. cerevisiae.
5-methylcytidine is marked here with m 5 C and occurs in two places.

Individual evidence

  1. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  2. ↑ Patrick A. Limbach, Pamela F. Crain, James A. McCloskey: "Summary: the modified nucleosides of RNA", Nucleic Acids Research , 1994 , 22  (12), pp. 2183-2196 ( doi : 10.1093 / nar / 22.12 .2183 , PMC 523672 (free full text), PMID 7518580 ).
  3. ↑ DB Dunn: “The isolation of 5-methylcytidine from RNA”, Biochimica et Biophysica Acta , 1960 , 38 , pp. 176-178 ( doi : 10.1016 / 0006-3002 (60) 91219-1 , PMID 13818675 ).
  4. ↑ H. Shi, PB Moore : "The crystal structure of yeast phenylalanine tRNA at 1.93 Å resolution: a classic structure revisited", RNA , 2000 , 6  (8), pp. 1091-1105 ( PMC 1369984 (free full text); PMID 10943889 ).

Web links

  • Entry for 5-methylcytidine in the Human Metabolome Database (HMDB) , accessed September 24, 2013.
  • Modification Summary of 5-Methylcytidine in the Modomics database, accessed January 13, 2014.