Pseudouridine

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
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.
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.
2,4(1H,3H)-Pyrimidinedione, 5-[5-O-[(1,1-dimethylethyl)diphenylsilyl]-β-D-ribofuranosyl]- 6-[(3-chloropropyl)amino]-1,3-dimethyluracil URAPIDIL 5-METHYL- Uridine 5''-Monophosphate N,N-Dibutyl-1-butanamine ZEBULARINE 6-Hydroxypurine Urapidil Impurity 20 2,4(1H,3H)-Pyrimidinedione, 1-α-L-arabinofuranosyl- 6-Chloro-1,3-dimethyl-2,4-(1H,3H)-pyrimidinedione 2-Demethoxy-4-methoxy urapidil 2,4(1H,3H)-Pyrimidinedione, 1-β-L-arabinofuranosyl- 2'-O-METHYLPSEUDOURIDINE 1-methylpseudouridine Uridine PSEUDOURIDINE-5'-TRIPHOSPHATE LITHIUM SALT PSEUDOURIDINE CEP 2'-O-METHYLPSEUDOURIDINE-5'-TRIPHOSPHATE LITHIUM SALT Uracil

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