5-Methoxy-UTP

- Overview
  - Please contact us at for specific academic pricing.
    
    Background
    
    5-Methoxy-UTP is an analogue of the naturally occurring uridine triphosphate (UTP). Similar to N1-methylpseudouridine and pseudouridine modifications, 5-methoxyuridine is another common chemical modification used for in vitro mRNA synthesis in order to improve mRNA activity and reduce innate immune responses. Chemical modifications of mRNAs with 5-methoxyuridine, N1-methylpseudouridine and pseudouridine have been shown to significantly improve the expression of enhanced green fluorescent protein (eGFP) in a variety of cell lines, among which 5-methoxyuridine-modified eGFP mRNA is more stable than other eGFP mRNAs. In addition, replacing UTP with 5-methoxy-UTP in Cas9 mRNA has also been reported to reduce innate immune responses, making the broad use of Cas9 possible both in vitro and in vivo.
    
    1. Li B, Luo X, Dong Y. Effects of Chemically Modified Messenger RNA on Protein Expression. Bioconjugate Chemistry, 2016, 27(3): 849-853.
    2. Vaidyanathan S, Azizian KT, Haque AKMA, et al. Uridine Depletion and Chemical Modification Increase Cas9 mRNA Activity and Reduce Immunogenicity without HPLC Purification. Molecular Therapy - Nucleic Acids, 2018, 12: 530-542.
- Properties
  - Categories
    
    A UTP analogue, commonly used for in vitro mRNA synthesis
    
    Alternative Name
    
    5-Methoxyuridine-5’-Triphosphate, 5-moUTP; lithium (3,4-dihydroxy-5-(5-methoxy-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl triphosphate
    
    Molecular Formula
    
    C10H17N2O16P3 (free acid)
    
    Molecular Weight
    
    514.1 (free acid)
    
    Appearance
    
    Solution
    
    Purity
    
    Purity >95% by AX-HPLC
    
    Storage
    
    Store at -20°C or below
    
    SMILES
    
    O=C(C(OC)=CN1C2C(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. 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
    3. Jing Lu, Guoliang Lu, et al. "A COVID-19 mRNA vaccine encoding SARS-CoV-2 virus-like particles induces a strong antiviral-like immune response in mice." Cell Res. 2020;1-4. PMID: 32801356

Documents

COA (Certificate Of Analysis)

MSDS (Material Safety Data Sheet)

5-Methoxy-UTP

Background

Documents

We Also Recommend

Riboflavin 5-adenosine diphosphate disodium salt hydrate

8-(2-Amino-1-methyl-D3-6-phenylimidazo[4,5-b]pyridyl-2-deoxyguanosine

2-Azido-2-deoxy-5-O-DMT-uridine