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Pseudouridine

Pseudouridine Structure
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
Molecular Weight:
244.2
MOL File:
1445-07-4.mol
MSDS File:
SDS
Modify Date:
2024/8/28 13:53:25
Request For Quotation

Pseudouridine 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)
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|

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
HS Code  2934.99.9001

Pseudouridine price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemicals (India) P2396 Pseudouridine 1445-07-4 50MG ₹13400 2022-05-26 Buy
Product number Packaging Price Buy
P2396 50MG ₹13400 Buy

Pseudouridine Chemical Properties,Uses,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

2,4(1H,3H)-Pyrimidinedione, 5-[5-O-[(1,1-dimethylethyl)diphenylsilyl]-2,3-O-(1-methylethylidene)-β-D-ribofuranosyl]- D-Ribitol, 1,4-anhydro-1-C-(2,4-dimethoxy-5-pyrimidinyl)-, (1S)- PSEUDOURIDINE NATURAL B ISOMER*FROM WHEAT BRAN 2,4(1H,3H)-Pyrimidinedione, 5-[2,3-O-(1-methylethylidene)-β-D-ribofuranosyl]- 2,4(1H,3H)-Pyrimidinedione, 5-[5-O-[(1,1-dimethylethyl)diphenylsilyl]-β-D-ribofuranosyl]-
5-O-(1-Methoxy-1-Methylethyl)-2,3-O-(1-Methylethylidene)-D-ribonic Acid γ-Lactone PSEUDOISOCYTIDINE D(+)-Ribonic acid gamma-lactone
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Preparation Products

Pseudouridine Suppliers

Global( 271)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
Zhengzhou Chemprize Biotech Co., Ltd. +86-86-0371-56768238 +8615981919713 China 297 58 Inquiry
BOC Sciences +1-631-485-4226 United States 19553 58 Inquiry
Fuxin Pharmaceutical +86-021-021-50872116 +8613122107989 China 10297 58 Inquiry
Yunbio Tech Co.,Ltd. +86-010-60605551 +86-18046518538 China 321 58 Inquiry
Wuhu Nuowei chemistry Co., Ltd. +86-0553-2911116-802 +undefined17756524438 China 1640 58 Inquiry
SHANGHAI NOVRIBO BIOTECH 17821030819 China 73 58 Inquiry
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD +8615383190639 China 1000 58 Inquiry
Capot Chemical Co.,Ltd. 571-85586718 +8613336195806 China 29798 60 Inquiry
Supplier Advantage
CLEARSYNTH LABS LTD. 58
TCI Chemicals (India) Pvt. Ltd. 58
Zhengzhou Chemprize Biotech Co., Ltd. 58
BOC Sciences 58
Fuxin Pharmaceutical 58
Yunbio Tech Co.,Ltd. 58
Wuhu Nuowei chemistry Co., Ltd. 58
SHANGHAI NOVRIBO BIOTECH 58
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD 58
Capot Chemical Co.,Ltd. 60

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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 β-D-Pseudouridine 2,4(1H,3H)-PyriMidinedione, 5-b-D-ribofuranosyl- y-Uridine 2,4(1H,3H)-Pyrimidinedione, 5-β-D-ribofuranosyl- Uridine Impurity 20（β-Pseudouridine） Pseudourindine Pseudoruidine Pseudouridine, Beta-Pseudouridine, ψ PSEUDOURIDINE 5-Ribosyluracil β-Pseudouridine Pseudo-UTP 5-((2S,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 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