A modified nucleoside
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5-methyl-2'-O-Methylcytidine

Item No. 37908

Technical Information
Formal Name
5-methyl-2′-O-methyl-cytidine
CAS Number
113886-70-7
Synonyms
  • m5Cm
  • 2'-O-Methyl-5-methyl-cytosine
Molecular Formula
C11H17N3O5
Formula Weight
Purity
≥98%
A solid
DMF: 30 mg/mlDMSO: 30 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
282 nm
SMILES
CC(C(N)=N1)=CN([C@H]2[C@H](OC)[C@H](O)[C@@H](CO)O2)C1=O
InChi Code
InChI=1S/C11H17N3O5/c1-5-3-14(11(17)13-9(5)12)10-8(18-2)7(16)6(4-15)19-10/h3,6-8,10,15-16H,4H2,1-2H3,(H2,12,13,17)/t6-,7-,8-,10-/m1/s1
InChi Key
CNVRVGAACYEOQI-FDDDBJFASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    5-methyl-2'-O-Methylcytidine is a modified nucleoside that has been found in S. solfataricus, T. neutrophilus, and P. occultum tRNA. 1 It is found in Huh7 cells infected with Zika virus, hepatitis C virus (HCV), poliovirus, or HIV-1 provirus but not uninfected Huh7 cells.2 5-methyl-2'-O-Methylcytidine (4 µg/ml) inhibits IL-12 and IL-6 release induced by a toll-like receptor 9 (TLR9) agonist, an unmethylated CpG oligodeoxynucleotide, in mouse spleen cell cultures.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Edmonds, C.G., Crain, P.F., Hashizume, T., et alStructural characterization of four ribose-methylated nucleosides from the transfer RNA of extremely thermophilic archaebacteria. J. Chem. Soc. Chem. Commun. 12, 909-910 (1987).

    2. McIntyre, W., Netzband, R., Bonenfant, G., et alPositive-sense RNA viruses reveal the complexity and dynamics of the cellular and viral epitranscriptomes during infection. Nucleic Acids Res. 46(11), 5776-5791 (2018).

    3. Yu, D., Wang, D., Zhu, F.-G., et alModifications incorporated in CpG motifs of oligodeoxynucleotides lead to antagonist activity of toll-like receptors 7 and 9. J. Med. Chem. 52(16), 5108-5114 (2009).