N4-Acetylcytidine

N4-Acetylcytidine
Names
IUPAC name
N-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxopyrimidin-4-yl]acetamide
Other names
  • ac4C
  • N-acetylcytidine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.021.087
EC Number
  • 223-195-6
KEGG
  • InChI=1S/C11H15N3O6/c1-5(16)12-7-2-3-14(11(19)13-7)10-9(18)8(17)6(4-15)20-10/h2-3,6,8-10,15,17-18H,4H2,1H3,(H,12,13,16,19)/t6-,8-,9-,10-/m1/s1
    Key: NIDVTARKFBZMOT-PEBGCTIMSA-N
  • CC(=O)NC1=NC(=O)N(C=C1)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
Properties
C11H15N3O6
Molar mass 285.256 g·mol−1
Appearance white amorphous solid, sometimes yellow/brown
Density 1.72 g/cm3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

N4-Acetylcytidine (ac4C, ac4C) is a post-transcriptional modification found in tRNAs, rRNAs, and mRNAs. In this modification, the amino group at the N4 position of the RNA base cytosine is acetylated, resulting in the formation of an amide. In vivo, this modification is considered highly conserved because it is seen in all three domains of life: archaea, bacteria, and eukarya.