Pseudouridine

Pseudouridine
Names
IUPAC name
5-[(2S,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)-oxolan-2-yl]-1H-pyrimidine-2,4-dione
Preferred IUPAC name
5-(β-D-ribofuranosyl)pyrimidine-2,4(1H,3H)-dione
Other names
psi-Uridine, 5-Ribosyluracil, beta-D-Pseudouridine, 5-(beta-D-Ribofuranosyl)uracil
Identifiers
1445-07-4 N
ChEBI CHEBI:17802 YesY
ChemSpider 14319 YesY
Jmol interactive 3D Image
PubChem 15047
Properties
C9H12N2O6
Molar mass 244.20 g/mol
Appearance White granular powder
Highly soluble in water.
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Pseudouridine (abbreviated by the Greek letter psi- Ψ) is the C-glycoside isomer of the nucleoside uridine, and it is the most prevalent of the over one hundred different modified nucleosides found in RNA.[1] Ψ is found in all species and in many classes of RNA.[2][3] [4][5] Ψ is formed by enzymes called Ψ synthases, which post-transcriptionally isomerize specific uridine residues in RNA in a process termed pseudouridylation.[6]

Pseudouridine is biosynthesized from uridine via the action of Ψ synthases.

It is commonly found in tRNA, associated with thymidine and cytosine in the TΨC arm and is one of the invariant regions of tRNA.The function of it is not very clear, but it is expected to play a role in association with aminoacyl transferases during their interaction with tRNA, and hence in the initiation of translation. Recent studies suggest it may offer protection from radiation.[7]

A tRNAAla from S. cerevisiae.
Pseudouridine = Ψ

See also

References

  1. ↑ Hamma T, Ferré-D'Amaré AR (2006). "Pseudouridine synthases". Chem. Biol. 13 (11): 1125–1135. doi:10.1016/j.chembiol.2006.09.009. PMID 17113994.
  2. ↑ Charette M, Gray MW (2000). "Pseudouridine in RNA: what, where, how, and why". IUBMB Life 49 (5): 341–351. doi:10.1080/152165400410182. PMID 10902565.
  3. ↑ Liang XH, Xu YX, MIchaeli S (2002). "The spliced leader-associated RNA is a trypanosome-specific sn(o) RNA that has the potential to guide pseudouridine formation on the SL RNA". RNA 8 (2): 237–246. doi:10.1017/S1355838202018290. PMC 1370245. PMID 11911368.
  4. ↑ Carlile, Thomas (2014-09-05). "Pseudouridine profiling reveals regulated mRNA pseudouridylation in yeast and human cells". Nature 515: 143–6. doi:10.1038/nature13802. PMID 25192136.
  5. ↑ Schwartz, Schraga (2014-09-11). "Transcriptome-wide Mapping Reveals Widespread Dynamic-Regulated Pseudouridylation of ncRNA and mRNA". Cell 159: 148–62. doi:10.1016/j.cell.2014.08.028. PMID 25219674.
  6. ↑ Ferré-D'Amaré AR (2003). "RNA-modifying enzymes". Curr. Opin. Struct. Biol. 13 (1): 49–55. doi:10.1016/S0959-440X(02)00002-7. PMID 12581659.
  7. ↑ Monobe, Manami; Arimoto-Kobayashi, Sakae; Ando, Koichi (2003). "β-Pseudouridine, a beer component, reduces radiation-induced chromosome aberrations in human lymphocytes". Mutation research. Genetic toxicology and environmental mutagenesis 538 (1–2): 93–99. doi:10.1016/S1383-5718(03)00094-9. PMID 12834758.
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