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α-Pseudouridine

CAS No.
10017-66-0
Chemical Name:
α-Pseudouridine
Synonyms
Pseudouridine B;α-Pseudouridine;α-Pseudouricdine;ALPHA-Pseudouridine;5-α-D-Ribofuranosyl-2,4(1H,3H)-pyrimidinedione;5-(β-D-Ribofuranosyl)uracil from wheat bran;PSEUDOURIDINE NATURAL B ISOMER*FROM WHEAT BRAN;5-(α-D-Ribofuranosyl)-2,4(1H,3H)-pyrimidinedione
CBNumber:
CB1504121
Molecular Formula:
C9H12N2O6
Molecular Weight:
244.2
MDL Number:
MFCD00038458
MOL File:
10017-66-0.mol
MSDS File:
SDS
Last updated:2024-11-18 15:10:22

α-Pseudouridine Properties

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-DVJSAIJENA-N
SMILES C1(=O)NC=C([C@@H]2[C@H](O)[C@H](O)[C@@H](CO)O2)C(=O)N1 |&1:5,6,8,10,r|

α-Pseudouridine Chemical Properties,Uses,Production

Description

Alpha-pseudouridine is an unusual nucleoside with a "glycosidic" carbon-carbon bond.

Uses

Alpha-Pseudouridine is an isomer of Pseudouridine. It is a by-product of the chemical synthesis of beta-pseudouridine, is eliminated in EnginZyme’s enzymatic synthesis process. Pseudouridine is a fundamental component of RNA, found in all classes and species except the messenger (mRNA) variety. It most abundant RNA modification, found in all three phylogenic domains of life. When used in place of uridine in artificial mRNA, pseudouridine has proven to be critical to the success of mRNA vaccines (such as those for Covid-19) and future mRNA-based treatments.

References

[1] BARáT V, CHEN A, LIM Y H. An improved stereodivergent and practical synthesis of α- and β-pseudouridines?[J]. Reaction Chemistry & Engineering, 2022, 4: 798-803. DOI:10.1039/D2RE00381C.
[2] HAIQI XU. Absolute quantitative and base-resolution sequencing reveals comprehensive landscape of pseudouridine across the human transcriptome[J]. Nature Methods, 2024, 21 11: 2024-2033. DOI:10.1038/s41592-024-02439-8.
[3] MARTIN HENGESBACH. Formation of a stalled early intermediate of pseudouridine synthesis monitored by real-time FRET.[J]. RNA, 2010, 16 3: 610-620. DOI:10.1261/rna.1832510.

32580-00-0
10017-66-0
Synthesis of α-Pseudouridine from 2,4:3,5-DI-O-BENZYLIDENE-ALDEHYDO-D-RIBOSE HYDRATE

α-Pseudouridine Preparation Products And Raw materials

Raw materials

Preparation Products

α-Pseudouridine Suppliers

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PSEUDOURIDINE NATURAL B ISOMER*FROM WHEAT BRAN ALPHA-Pseudouridine 5-(β-D-Ribofuranosyl)uracil from wheat bran 5-(α-D-Ribofuranosyl)-2,4(1H,3H)-pyrimidinedione Pseudouridine B α-Pseudouricdine α-Pseudouridine 5-α-D-Ribofuranosyl-2,4(1H,3H)-pyrimidinedione 10017-66-0 Pharmaceutical