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SMB00912

Sigma-Aldrich

Pseudouridine

≥98% (HPLC)

Synonym(s):

Pseudouridine, β-Pseudouridine, ψ-Uridine, 5-(β-D-Ribofuranosyl)uracil

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About This Item

Empirical Formula (Hill Notation):
C9H12N2O6
CAS Number:
Molecular Weight:
244.20
UNSPSC Code:
41106305
NACRES:
NA.79

biological source

synthetic (chemical)

Quality Level

assay

≥98% (HPLC)

form

powder

mol wt

244.2

color

white to off-white

mp

222 °C ((432 °F ))

solubility

water: soluble

storage temp.

2-8°C

InChI

1S/C9H12N2O6/c12-2-4-5(13)6(14)7(17-4)3-1-10-9(16)11-8(3)15/h1,4-7,12-14H,2H2,(H2,10,11,15,16)/t4-,5-,6-,7+/m1/s1

InChI key

PTJWIQPHWPFNBW-GBNDHIKLSA-N

General description

Pseudouridine (Ψ) stands as an isomer of the nucleoside uridine, featuring a carbon-carbon bond instead of the typical nitrogen-carbon glycosidic bond connecting uracil. It represents the most prevalent among the myriad modified nucleosides within RNA, with a presence spanning various species and RNA classes. The enzymatic action of Ψ synthases induces post-transcriptional isomerization of specific uridine residues, a process known as pseudouridylation. This modification, particularly in rRNA and tRNA, plays a vital role in fine-tuning and stabilizing regional structures, contributing to mRNA decoding, ribosome assembly, processing, and translation functions. Moreover, β-pseudouridine, identified in tRNAs across bacteria, archaea, and eukaryotes, has demonstrated potential in reducing radiation-induced chromosome aberrations in human lymphocytes. Its utility as a cancer and proliferation biomarker positions it as a valuable asset in metabolomics and biochemical research.
Pseudouridine is a C-glycosyl pyrimidine that consists of uracil having a β-D-ribofuranosyl residue attached at position 5. The C-glycosyl isomer of the nucleoside uridine. It has a role as a fundamental metabolite. Pseudouridine is found in all species and in all classes of RNA except mRNA. It is formed by enzymes called pseudouridine synthases, which post-transcriptionally isomerize specific uridine residues in RNA.

Application

Pseudouridine is a versatile compound and a biomarker that finds application in metabolomics and biochemical research.

Features and Benefits

  • High-purity compound suitable for a wide variety of research applications

Other Notes

For additional information on our range of Biochemicals, please complete this form.
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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