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:
InChI key
ZXIATBNUWJBBGT-JXOAFFINSA-N
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
SMILES string
COC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(=O)NC1=O
assay
≥98% (HPLC), ≥99% (TLC)
form
powder
solubility
water: 50 mg/mL, clear, colorless
storage temp.
−20°C
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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).
Yuko Yamada et al.
Biochimica et biophysica acta, 1728(3), 143-149 (2005-04-19)
In Bacillus subtilis, four codons, CCU, CCC, CCA, and CCG, are used for proline. There exists, however, only one proline-specific tRNA having the anticodon mo(5)UGG. Here, we found that this tRNA(Pro)(mo(5)UGG) can read not only the codons CCA, CCG and
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.
K Murao et al.
Nucleic acids research, 10(2), 715-718 (1982-01-22)
A valine tRNA was purified from Bacillus subtilis W168 by a combined use of several column chromatographic systems. The nucleotide sequence was determined to be pG-G-A-G-G-A-U-U-A-G-C-U-C-A-G-C-D-G-G-G-A-G-A-G-C-A-U-C--G-C-C-U-mo5U-A-C-m6-A -A-G-C-A-G-A-G-G-m7G-U-C-G-G-C-G-G-T-psi-C-G-A-G-C-C-C-G-U-C-A-U-C-C-U-C-C-A-C- C-AOH with the main use of of non-labeled tRNA and with the subsidiary
5-Methoxyuridine, a new modified constituent in tRNAs of Bacillaceae.
M Albani et al.
FEBS letters, 70(1), 37-42 (1976-11-01)
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