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Pseudouridine

Pseudouridine Suppliers list
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Products Intro: Product Name:Pseudouridine
CAS:1445-07-4
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Pseudouridine manufacturers

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Related articles

Pseudouridine Basic information
Product Name:Pseudouridine
Synonyms:5-b-D-ribofuranosyl-2,4(1H,3H)-Pyrimidinedione;5-β-D-ribofuranosyluracil;BETA-PSEUDOURIDINE;B-Pseudouridine;5-β-D-Ribofuranosyl-1,2,3,4-tetrahydropyrimidine-2,4-dione;5-β-D-Ribofuranosylpyrimidine-2,4(1H,3H)-dione;Pseudouridine C;NSC 162405
CAS:1445-07-4
MF:C9H12N2O6
MW:244.2
EINECS:
Product Categories:Bases & Related Reagents;Carbohydrates & Derivatives;Heterocycles;Nucleotides;Pharmaceutical;Nucleosides
Mol File:1445-07-4.mol
Pseudouridine Structure
Pseudouridine Chemical Properties
Melting point 222 °C
density 1.641±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility Methanol (Very Slightly, Heated), Water (Slightly, Sonicated, Heated)
pka8.52±0.10(Predicted)
form Solid
color White to Off-White
PH~9.0
λmax264nm(MeOH)(lit.)
InChIInChI=1/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+/s3
InChIKeyPTJWIQPHWPFNBW-IZFRNLNUNA-N
SMILESO[C@@H]1[C@@H]([C@@H](CO)O[C@H]1C1=CNC(=O)NC1=O)O |&1:1,2,3,7,r|
Safety Information
HS Code 2934.99.9001
MSDS Information
Pseudouridine Usage And Synthesis
Descriptionβ-Pseudouridine is the C-5 glycoside isomer of the nucleoside uridine. It is formed when uridine in RNA undergoes site-specific isomerization by a pseudouridine synthase enzyme. Pseudouridine is found in tRNAs from bacteria, archaea, and eukaryotes. In vitro, it reduces the number of X-ray-induced chromosomal aberrations in human lymphocytes isolated from whole blood in a dose-dependent manner.
UsesAn isomer of the nucleoside uridine found in all species and in many classes of RNA except mRNA. It is formed by enzymes called Ψ synthases, which post-transcriptionally isomerize specific uridine residues in RNA in a process termed pseudouridylation. Studies suggest that β-Pseudouridine reduces radiation-induced chromosome aberrations in human lymphocytes.
DefinitionChEBI: Pseudouridine is a C-glycosyl pyrimidine that consists of uracil having a beta-D-ribofuranosyl residue attached at position 5. The C-glycosyl isomer of the nucleoside uridine. It has a role as a fundamental metabolite.
OriginPseudouridine (Ψ) was the first modified ribonucleotide discovered 7 decades ago, and it has been found in tRNA, rRNA, snRNA, mRNA, and other types of RNA[2].
Biochem/physiol ActionsPseudouridine is essential for rRNA folding and for regulating translational accuracy and it is required for stabilizing the tRNA structure. Pseudouridine in rRNA and tRNA has been shown to fine-tune and stabilize the regional structure and help maintain their functions in mRNA decoding, ribosome assembly, processing and translation. Pseudouridine in snRNA has been shown to enhance spliceosomal RNA-pre-mRNA interaction to facilitate splicing regulation[1].
targetHuman Endogenous Metabolite
Structure and conformationPseudouridine, being one of them, is the C5-glycoside isomer of uridine that contains a C-C bond between C1 of the ribose sugar and C5 of uracil, rather than usual C1-N1 bond found in uridine. The C-C bond gives it more rotational freedom and conformational flexibility.In addition, pseudouridine has an extra hydrogen bond donor at the N1 position.
References[1] Mingjia Chen, Claus-Peter Witte. “A Kinase and a Glycosylase Catabolize Pseudouridine in the Peroxisome to Prevent Toxic Pseudouridine Monophosphate Accumulation.” Plant Cell 32 3 (2020): 722–739.
[2] Pedro Morais,  Yi-Tao Yu,  Hironori Adachi. “The Critical Contribution of Pseudouridine to mRNA COVID-19 Vaccines.” Frontiers in Cell and Developmental Biology (2021): 789427.
Tag:Pseudouridine(1445-07-4) Related Product Information
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