N1-Methylpseudouridine

- Overview
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    Background
    
    N1-Methylpseudouridine is a modified nucleoside used for enhancing mRNA translation. Incorporation of N1-Methylpseudouridine into mRNA turns off the immune/eIF2α phosphorylation-dependent inhibition of translation, and increases ribosome pausing and density on the mRNA, thus dramatically facilitating the translation process. N1-Methylpseudouridine outperforms several other modified nucleosides (e.g. 5-Methylcytidine) and corresponding combinations in terms of translation capacity.
    
    1. Svitkin YV, Cheng YM, Chakraborty T, et al. N1-methyl-pseudouridine in mRNA enhances translation through eIF2α-dependent and independent mechanisms by increasing ribosome density. Nucleic Acids Research, 2017, 45(10): 6023-6036.
    2. Andries O, Mc Cafferty S, De Smedt SC, et al N(1)-methylpseudouridine-incorporated mRNA outperforms pseudouridine-incorporated mRNA by providing enhanced protein expression and reduced immunogenicity in mammalian cell lines and mice. Journal of Controlled Release, 2015, 217: 337-344.
- Properties
  - Categories
    
    A modified nucleoside used for enhancing mRNA translation
    
    Alternative Name
    
    5-((2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1-methylpyrimidine-2,4(1H,3H)-dione
    
    CAS Number
    
    13860-38-3
    
    Molecular Formula
    
    C10H14N2O6
    
    Molecular Weight
    
    258.23
    
    Appearance
    
    Solution
    
    Purity
    
    99.81%
    
    Solubility
    
    ≥50 mg/mL in H2O with ultrasonic; ≥20 mg/mL in EtOH; ≥20.65 mg/mL in DMSO
    
    Storage
    
    Store at -20°C or below
    
    SMILES
    
    O=C(N1)N(C)C=C([[email protected]@H]2O[[email protected]](CO)[[email protected]@H](O)[[email protected]]2O)C1=O
    
    * For Research Use Only