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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.
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Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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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
Fiona Maiyo et al.
Pharmaceuticals (Basel, Switzerland), 12(4) (2019-11-07)
Systemic messenger RNA (mRNA) delivery, although still in its infancy, holds immense potential for application in cancer vaccination and immunotherapy. Its advantages over DNA transfection make it attractive in applications where transient expression is desired. However, this has proved challenging
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
Mohammad Ariful Islam et al.
Biomaterials, 266, 120431-120431 (2020-10-26)
Synthetic mRNA represents an exciting cancer vaccine technology for the implementation of effective cancer immunotherapy. However, inefficient in vivo mRNA delivery along with a requirement for immune co-stimulation present major hurdles to achieving anti-tumor therapeutic efficacy. Here, we demonstrate a

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