A modified nucleoside
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5-Methylcytidine

Item No. 16111

Technical Information
Formal Name
5-methyl-cytidine
CAS Number
2140-61-6
Synonyms
  • NSC 363933
Molecular Formula
C10H15N3O5
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 10 mg/mlDMSO: 20 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
279 nm
SMILES
O=C(N=C(N)C(C)=C1)N1[C@H]2[C@H](O)[C@H](O)[C@@H](CO)O2
InChi Code
InChI=1S/C10H15N3O5/c1-4-2-13(10(17)12-8(4)11)9-7(16)6(15)5(3-14)18-9/h2,5-7,9,14-16H,3H2,1H3,(H2,11,12,17)/t5-,6-,7-,9-/m1/s1
InChi Key
ZAYHVCMSTBRABG-JXOAFFINSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    5-Methylcytidine is a modified nucleoside derived from 5-methylcytosine and is a minor constituent of RNA as well as DNA for certain organisms.1,2 Roughly one to two residues of 5-methylcytidine occur in every 1,000 RNA residues.3 It has been used in epigenetics research, especially in studies involving DNA methylation processes involved in the establishment of genomic imprinting and in the control of gene expression and differentiation.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Edelheit, S., Schwartz, S., Mumbach, M.R., et alTranscriptome-wide mapping of 5-methylcytidine RNA modifications in bacteria, archaea, and yeast reveals m5C within archaeal mRNAs. PLoS Genetics 9(6), e1003602 (2013).

    2. Mahto, S.K., and Chow, C.S. Probing the stabilizing effects of modified nucleotides in the bacterial decoding region of 16S ribosomal RNA. Bioorg. Med. Chem. 21(10), 2720-2726 (2013).

    3. Guntaka, R.V., Katz, R.A., Weiner, A.J., et alEffect of 5-methylcytidine on virus production in avian sarcoma virus-infected chicken embryo cells. J. Virol. 29(2), 475-482 (1979).

    4. Zhu, R., Howorka, S., Pröll, J., et alNanomechanical recognition measurements of individual DNA molecules reveal epigenetic methylation patterns. Nat. Nanotechnol. 5(11), 788-791 (2010).