M9261
5-Methoxyuridine
Synonym(s):
mo(5)U
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About This Item
Empirical Formula (Hill Notation):
C10H14N2O7
CAS Number:
Molecular Weight:
274.23
UNSPSC Code:
41106305
PubChem Substance ID:
EC Number:
252-609-8
MDL number:
assay
≥98% (HPLC), ≥99% (TLC)
form
powder
solubility
water: 50 mg/mL, clear, colorless
storage temp.
−20°C
SMILES string
COC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)NC1=O
InChI
1S/C10H14N2O7/c1-18-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)19-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7-,9-/m1/s1
InChI key
ZXIATBNUWJBBGT-JXOAFFINSA-N
Application
5-Methoxyuridine is a constituent of the first position of the anticodon of select bacterial tRNA molecules. 5-Methoxyuridine may be used to study the effects of substitutions on the codon reading efficiencies of tRNAs.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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J Matsugi et al.
Biochimica et biophysica acta, 1130(3), 333-335 (1992-04-06)
Three B. subitilis serine tRNAs were sequenced including modified nucleosides. All the serine tRNAs contained 1-methyl-adenosine in the D-loop. As other characteristic modified nucleosides, 5-methoxyuridine was found in the first letter of the anticodon in the tRNA(UGA).
Cristina Fornaguera et al.
Advanced healthcare materials, 7(17), e1800335-e1800335 (2018-06-21)
The encapsulation of mRNA in nanosystems as gene vaccines for immunotherapy purposes has experienced an exponential increase in recent years. Despite the many advantages envisaged within these approaches, their application in clinical treatments is still limited due to safety issues.
5-Methoxyuridine, a new modified constituent in tRNAs of Bacillaceae.
M Albani et al.
FEBS letters, 70(1), 37-42 (1976-11-01)
Rebuma Firdessa-Fite et al.
Molecular therapy. Methods & clinical development, 16, 50-62 (2019-12-25)
The efficacy of antigen-specific immunotherapy relies heavily on efficient antigen delivery to antigen-presenting cells and engagement of as many disease-relevant T cells as possible in various lymphoid tissues, which are challenging to achieve. Here, we compared two approaches to deliver mRNA
Jia Sheng et al.
Nucleic acids research, 40(16), 8111-8118 (2012-05-30)
Natural RNAs, especially tRNAs, are extensively modified to tailor structure and function diversities. Uracil is the most modified nucleobase among all natural nucleobases. Interestingly, >76% of uracil modifications are located on its 5-position. We have investigated the natural 5-methoxy (5-O-CH(3))
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