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M9261

Sigma-Aldrich

5-Methoxyuridine

Synonym(s):

mo(5)U

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About This Item

Empirical Formula (Hill Notation):
C10H14N2O7
CAS Number:
35542-01-9
Molecular Weight:
274.23
EC Number:
252-609-8
MDL number:
MFCD00006533
UNSPSC Code:
41106305
PubChem Substance ID:
24897322

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

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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 Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
111H0019
111H0018V
111H0018
061H0080

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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.
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
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
S Okumura et al.
Nucleic acids symposium series, 34(34), 203-204 (1995-01-01)
Effects of a single nucleoside modification at the first position of the anticodon of a transfer RNA molecule on its codon reading properties were investigated by use of a cell-free protein synthesis. We prepared two artificial tRNA molecules that differ
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