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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:
12352200

Quality Level

Assay

≥98% (HPLC)

form

powder

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.

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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Mohammad Ariful Islam et al.
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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
Ryota Kurimoto et al.
The EMBO journal, 39(20), e104708-e104708 (2020-09-15)
Let-7 is an evolutionary conserved microRNA that mediates post-transcriptional gene silencing to regulate a wide range of biological processes, including development, differentiation, and tumor suppression. Let-7 biogenesis is tightly regulated by several RNA-binding proteins, including Lin28A/B, which represses let-7 maturation.
Matthias Heiss et al.
Nature communications, 12(1), 389-389 (2021-01-17)
Recently, studies about RNA modification dynamics in human RNAs are among the most controversially discussed. As a main reason, we identified the unavailability of a technique which allows the investigation of the temporal processing of RNA transcripts. Here, we present
Tingting Jiang et al.
Nature communications, 11(1), 1979-1979 (2020-04-26)
CRISPR-Cas9-associated base editing is a promising tool to correct pathogenic single nucleotide mutations in research or therapeutic settings. Efficient base editing requires cellular exposure to levels of base editors that can be difficult to attain in hard-to-transfect cells or in
Tatsuro Hagi et al.
Applied microbiology and biotechnology, 104(24), 10641-10653 (2020-11-08)
Akkermansia muciniphila is a prominent member of the gut microbiota and the organism gets exposed to bile acids within this niche. Several gut bacteria have bile response genes to metabolize bile acids or an ability to change their membrane structure

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