N1-Methylpseudo-UTP

- Overview
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    Background
    
    N1-methylpseudo-UTP is a nucleobase-modified nucleotide, used for synthesizing mRNA with reduced immunogenicity and improved stability. It was reported that N1-methylpseudouridine (m1Ψ) modification alone or in combination with 5-methylcytidine (m5C) exhibited superiority over the current state-of-the-art pseudouridine (Ψ) or m5C/Ψ-modified mRNA platform by providing up to ~ 44-fold (when comparing double modified mRNAs) and ~ 13-fold (when comparing single modified mRNAs) higher reporter gene expression in cells and mice, respectively. Moreover, compared with (m5C/)Ψ-modified mRNAs, (m5C/)m1Ψ-modified mRNAs showed reduced intracellular innate immunogenicity and resulted in improved cellular viability after in vitro transfection. Thus, N1-methylpseudo-UTP might serve as a useful ingredient for synthesizing drugable mRNAs with better performance.
    Reference:
    1. Andries O, Mc Cafferty S, De Smedt SC, et al. N1-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 nucleobase-modified nucleotide, used for drugable mRNA synthesis
    
    Alternative Name
    
    N1-Methylpseudouridine-5'-Triphosphate, 1-Methylpseudo-UTP; lithium (3,4-dihydroxy-5-(1-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)tetrahydrofuran-2-yl)methyl triphosphate
    
    Molecular Formula
    
    C10H17N2O15P3 (free acid)
    
    Molecular Weight
    
    498.1 (free acid)
    
    Appearance
    
    Solution
    
    Purity
    
    Purity ≥ 90% by AX-HPLC
    
    Storage
    
    Store at -20°C or below
    
    SMILES
    
    O=C(N(C)C=C1C2C(O)C(O)C(COP([O-])(OP([O-])(OP([O-])([O-])=O)=O)=O)O2)NC1=O.[Li+].[Li+].[Li+].[Li+]
    
    * For Research Use Only
- Reference
  - 1. Denzil Furtado, Christina Cortez-Jugo, et al. "mRNA Treatment Rescues Niemann-Pick Disease Type C1 in Patient Fibroblasts." Mol Pharm. PMID: 36125338
    2. Kyusik Q Kim, Bhagyashri D Burgute, et al. "N1-methylpseudouridine found within COVID-19 mRNA vaccines produces faithful protein products." Cell Rep. PMID: 35988540
    3. Jingjing Zhang, Yun Li, et al. "Genome-wide CRISPR/Cas9 library screen identifes PCMT1 as a critical driver of ovarian cancer metastasis." J Exp Clin Cancer Res. PMID: 35033172

Documents

COA (Certificate Of Analysis)

MSDS (Material Safety Data Sheet)

Datasheet

N1-Methylpseudo-UTP

Background

Documents

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