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Merck
CN

SMB00912

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
Assay:
≥98% (HPLC)
Biological source:
synthetic (chemical)
Form:
powder
Solubility:
water: soluble
Storage temp.:
2-8°C
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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

SMILES string

[nH]1[c]([nH]cc([c]1=O)[C@@H]2O[C@@H]([C@H]([C@H]2O)O)CO)=O

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.


Storage Class

13 - Non Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable



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Justin M Waldern et al.
Mobile DNA, 12(1), 9-9 (2021-03-09)
Group II introns are mobile retroelements, capable of invading new sites in DNA. They are self-splicing ribozymes that complex with an intron-encoded protein to form a ribonucleoprotein that targets DNA after splicing. These molecules can invade DNA site-specifically, through a
Hanieh Moradian et al.
Journal of molecular medicine (Berlin, Germany), 98(12), 1767-1779 (2020-11-05)
Advanced non-viral gene delivery experiments often require co-delivery of multiple nucleic acids. Therefore, the availability of reliable and robust co-transfection methods and defined selection criteria for their use in, e.g., expression of multimeric proteins or mixed RNA/DNA delivery is of
Sang-Hoon Kim et al.
Nucleic acids research, 49(1), 491-503 (2020-12-09)
RNA modifications can regulate the stability of RNAs, mRNA-protein interactions, and translation efficiency. Pseudouridine is a prevalent RNA modification, and its metabolic fate after RNA turnover was recently characterized in eukaryotes, in the plant Arabidopsis thaliana. Here, we present structural