ChemicalBook > CAS DataBase List > Pseudouridine

Pseudouridine

Product Name
Pseudouridine
CAS No.
1445-07-4
Chemical Name
Pseudouridine
Synonyms
PSEUDOURIDINE;Pseudo-UTP;5-Ribosyluracil;β-Pseudouridine;5-((2S,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione;y-Uridine;NSC 162405;Pseudoruidine;Pseudourindine;Pseudouricdine
CBNumber
CB7125832
Molecular Formula
C9H12N2O6
Formula Weight
244.2
MOL File
1445-07-4.mol
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Pseudouridine Property

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)
pka
8.52±0.10(Predicted)
form 
Solid
color 
White to Off-White
PH
~9.0
λmax
264nm(MeOH)(lit.)
InChI
InChI=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
InChIKey
PTJWIQPHWPFNBW-IZFRNLNUNA-N
SMILES
O[C@@H]1[C@@H]([C@@H](CO)O[C@H]1C1=CNC(=O)NC1=O)O |&1:1,2,3,7,r|
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Safety

HS Code 
2934.99.9001
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical
Product number
P2396
Product name
Pseudouridine
Purity
>98.0%(HPLC)
Packaging
50mg
Price
$393
Updated
2024/03/01
Cayman Chemical
Product number
23383
Product name
β-Pseudouridine
Purity
≥95%
Packaging
5mg
Price
$97
Updated
2024/03/01
Cayman Chemical
Product number
23383
Product name
β-Pseudouridine
Purity
≥95%
Packaging
10mg
Price
$175
Updated
2024/03/01
Cayman Chemical
Product number
23383
Product name
β-Pseudouridine
Purity
≥95%
Packaging
25mg
Price
$385
Updated
2024/03/01
TRC
Product number
P839605
Product name
β-Pseudouridine
Packaging
2.5mg
Price
$55
Updated
2021/12/16
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Pseudouridine Chemical Properties,Usage,Production

Description

β-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.

Uses

An 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.

Definition

ChEBI: 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.

Origin

Pseudouridine (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 Actions

Pseudouridine 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].

target

Human Endogenous Metabolite

Structure and conformation

Pseudouridine, 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.

Pseudouridine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Pseudouridine manufacturers

HangZhou RunYan Pharma Technology Co.,LTD.
Product
Pseudouridine 1445-07-4
Price
US $0.00-0.00/g
Min. Order
10g
Purity
99% HPLC
Supply Ability
10000
Release date
2024-09-20
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Pseudouridine 1445-07-4
Price
US $999.00-800.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-21
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Pseudouridine 1445-07-4
Price
US $0.00-0.00/g
Min. Order
1g
Purity
98%min
Supply Ability
1000g
Release date
2021-08-30

1445-07-4, PseudouridineRelated Search:


  • PSEUDOURIDINE
  • 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
  • 5-Ribosyluracil
  • NSC 162405
  • β-D-Pseudouridine
  • 2,4(1H,3H)-PyriMidinedione, 5-b-D-ribofuranosyl-
  • 5-((2S,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
  • y-Uridine
  • 2,4(1H,3H)-Pyrimidinedione, 5-β-D-ribofuranosyl-
  • Uridine Impurity 20(β-Pseudouridine)
  • β-Pseudouridine
  • Pseudourindine
  • Pseudo-UTP
  • Pseudoruidine
  • Pseudouridine, Beta-Pseudouridine, ψ
  • Pseudouridine, natural antibiotics, RNA modified nucleosides
  • Pseudouricdine
  • 2,4(1H,3H)-Pyrimidinedione, 5-β-D-ribofuranosyl-
  • Uridine Impurity 2 (Pseudouridine)
  • 1445-07-4
  • 445-07-4
  • Bases & Related Reagents
  • Carbohydrates & Derivatives
  • Heterocycles
  • Nucleotides
  • Pharmaceutical
  • Nucleosides