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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
K Murao et al.
Nucleic acids research, 3(10), 2851-2860 (1976-10-01)
The sequences of the anticodon of tRNAAla, tRNAThr, and tRNAVal from Bacillus subtilis W 168 were N-G-C, N-G-U, and N-A-C, respectively. A new minor constituent, N, occupied the first position of the anticodon of each tRNA. N was indentified as
5-Methoxyuridine, a new modified constituent in tRNAs of Bacillaceae.
M Albani et al.
FEBS letters, 70(1), 37-42 (1976-11-01)
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.
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