A nucleoside analog
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1-Methylpseudouridine

Item No. 35401

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-methyl-5-β-D-ribofuranosyl-2,4(1H,3H)-pyrimidinedione
CAS Number
13860-38-3
Synonyms
  • m1ψ
  • N1-methyl-ψ
  • N1-Methylpseudouridine
  • NSC 240023
  • U-50228
Molecular Formula
C10H14N2O6
Formula Weight
258.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 3 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
211, 271 nm
SMILES
O[C@H]1[C@@H](O)[C@@](C2=CN(C)C(NC2=O)=O)([H])O[C@@H]1CO
InChi Code
InChI=1S/C10H14N2O6/c1-12-2-4(9(16)11-10(12)17)8-7(15)6(14)5(3-13)18-8/h2,5-8,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7-,8+/m1/s1
InChi Key
UVBYMVOUBXYSFV-XUTVFYLZSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $49

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    50 mg

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    100 mg

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    250 mg

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    Product Description

    1-Methylpseudouridine is a nucleoside analog that has been found in Streptomyces platensis.1 It increases the thermodynamic and biological stability of RNA.2,3,4 Unlike unmodified mRNA, 1-methylpseudouridine-containing mRNA does not induce IFN-β secretion in A549 cells, indicating low immunogenicity.3 Intramuscular or intradermal administration of luciferase mRNA containing 1-methylpseudouridine via lipid complexes increases luciferase activity in mice. Formulations containing 1-methylpseudouridine incorporated into mRNA have been used in the development of mRNA-based vaccines.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Argoudelis, A.D., and Mizsak, S.A. 1-Methylpseudouridine, a metabolite of Streptomyces platensis. J. Antibiot. (Tokyo) 29(8), 818-823 (1976).

    2. Kierzek, E., Malgowska, M., Lisowiec, J., et al. The contribution of pseudouridine to stabilities and structure of RNAs. Nucleic Acids Res. 42(5), 3492-3501 (2014).

    3. Andries, O., Mc Cafferty, S., De Smedt, S.C., et al. N1-methylpseudouridine-incorporated mRNA outperforms pseudouridine-incorporated mRNA by providing enhanced protein expression and reduced immunogenicity in mammalian cell lines and mice. J. Control. Release 217, 337-344 (2015).

    4. Parr, C.J., Wada, S., Kotake, K., et al. N1-Methylpseudouridine substitution enhances the performance of synthetic mRNA switches in cells. Nucleic Acids Res. 48(6), e35 (2020).