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Pseudouridine

Pseudouridine Structure
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
MDL Number:
MFCD00038458
MOL File:
1445-07-4.mol
MSDS File:
SDS
Last updated:2024-03-21 09:01:12
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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
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|
FDA UNII 7R0R6H6KEG

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
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(21)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical P2396 Pseudouridine >98.0%(HPLC) 1445-07-4 50mg $393 2024-03-01 Buy
Cayman Chemical 23383 β-Pseudouridine ≥95% 1445-07-4 5mg $97 2024-03-01 Buy
Cayman Chemical 23383 β-Pseudouridine ≥95% 1445-07-4 10mg $175 2024-03-01 Buy
Cayman Chemical 23383 β-Pseudouridine ≥95% 1445-07-4 25mg $385 2024-03-01 Buy
TRC P839605 β-Pseudouridine 1445-07-4 2.5mg $55 2021-12-16 Buy
Product number Packaging Price Buy
P2396 50mg $393 Buy
23383 5mg $97 Buy
23383 10mg $175 Buy
23383 25mg $385 Buy
P839605 2.5mg $55 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 synthesis

57100-18-2
1445-07-4
Synthesis of Pseudouridine from PSEUDOISOCYTIDINE

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( 259)Suppliers
Supplier Tel Email Country ProdList Advantage
Zhengzhou Chemprize Biotech Co., Ltd. 		+86-86-0371-56768238 +8615981919713 sales@chemprize.com China 297 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
Fuxin Pharmaceutical
+86-021-021-50872116 +8613122107989 contact@fuxinpharm.com China 10297 58
Yunbio Tech Co.,Ltd.
+86-010-60605551 +86-18046518538 yunbiochem@126.com China 321 58
Wuhu Nuowei chemistry Co., Ltd.
+86-0553-2911116-802 +undefined17756524438 sales1@nuowei-chem.com China 1642 58
SHANGHAI NOVRIBO BIOTECH
17821030819 June.Liu@Desano.com China 73 58
Hefei Huana Biomedical Technology Co.,Ltd.
+86-15900695956 shiqin.he@huanaok.com.cn China 96 58
Capot Chemical Co.,Ltd. 		571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32480 60
Supplier Advantage
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
Hefei Huana Biomedical Technology Co.,Ltd.
58
Capot Chemical Co.,Ltd. 		60
Henan Tianfu Chemical Co.,Ltd. 		55
ATK CHEMICAL COMPANY LIMITED 		60

Related articles

View Lastest Price from Pseudouridine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Pseudouridine pictures 2024-02-06 Pseudouridine
1445-07-4
 US $0.00-0.00 / g 10g 99.5% 100kg monthly Yunbio Tech Co.,Ltd.
Pseudouridine pictures 2023-05-10 Pseudouridine
1445-07-4
 US $0.00 / g 10g 98% 100kg Hefei Huana Biomedical Technology Co.,Ltd.
Pseudouridine pictures 2023-03-20 Pseudouridine
1445-07-4
 US $0.00-0.00 / kg 0.05000000074505806kg 99% HPLC 5tons SHANGHAI NOVRIBO BIOTECH
  • Pseudouridine pictures
  • Pseudouridine
    1445-07-4
  • US $0.00-0.00 / g
  • 99.5%
  • Yunbio Tech Co.,Ltd.
  • Pseudouridine pictures
  • Pseudouridine
    1445-07-4
  • US $0.00 / g
  • 98%
  • Hefei Huana Biomedical Technology Co.,Ltd.
  • Pseudouridine pictures
  • Pseudouridine
    1445-07-4
  • US $0.00-0.00 / kg
  • 99% HPLC
  • SHANGHAI NOVRIBO BIOTECH

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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