5-Methoxy-UTP
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.
References:
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.
- 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
| Physical Appearance | Solution |
| Storage | Store at -20°C or below |
| M.Wt | 514.1 (free acid) |
| Formula | C10H17N2O16P3 (free acid) |
| Synonyms | 5-Methoxyuridine-5’-Triphosphate, 5-moUTP |
| Chemical Name | lithium (3,4-dihydroxy-5-(5-methoxy-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl triphosphate |
| SDF | Download SDF |
| Canonical 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+] |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
Quality Control & MSDS
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Purity >95% by AX-HPLC
- COA (Certificate Of Analysis)
- MSDS (Material Safety Data Sheet)
Chemical structure
Related Biological Data
