A modified nucleoside
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2'-O-Methylguanosine

Item No. 21039

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2'-O-methyl-guanosine
CAS Number
2140-71-8
Molecular Formula
C11H15N5O5
Formula Weight
297.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
0.1 M HCl: 10 mg/mlDMF: 50 µg/mlDMSO: 12 mg/mlEthanol: 50 µg/ml
λmax
253 nm
SMILES
O=C1C2=C(N([C@H]3[C@H](OC)[C@H](O)[C@@H](CO)O3)C=N2)N=C(N)N1
InChi Code
InChI=1S/C11H15N5O5/c1-20-7-6(18)4(2-17)21-10(7)16-3-13-5-8(16)14-11(12)15-9(5)19/h3-4,6-7,10,17-18H,2H2,1H3,(H3,12,14,15,19)/t4-,6-,7-,10-/m1/s1
InChi Key
OVYNGSFVYRPRCG-KQYNXXCUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 mg

    $63

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    500 mg

    $103

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    1 g

    $169

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    Cayman Chemical
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    Product Description

    2'-O-Methylguanosine is a modified nucleoside that is produced in tRNAs by the action of tRNA guanosine-2’-O-methyltransferase, using S-adenosyl-L-methionine (Item Nos. 16376 | 13956) as a substrate.1,2 Through its interaction with other modified nucleosides, 2'-O-methylguanosine is thought to stabilize the structure of the tRNA.3 2'-O-Methylguanosine can also be found in rRNA.4,5 Normal and modified nucleosides, including 2'-O-methylguanosine, have been shown to be secreted by a natural suppressor cell line and induce apoptosis in K562/Molt4 target cells.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Persson, B.C., Jäger, G., and Gustafsson, C. The spoU gene of Escherichia coli, the fourth gene of the spoT operon, is essential for tRNA (Gm18) 2'-O-methyltransferase activity. Nucleic Acids Res. 25(20), 4093-4097 (1997).

    2. Yamagami, R., Tomikawa, C., Shigi, N., et al. Folate-/FAD-dependent tRNA methyltransferase from Thermus thermophilus regulates other modifications in tRNA at low temperatures. Genes Cells 21(7), 740-754 (2016).

    3. Urbonavičius, J., Duand, J.M.B., and Björk, G.R. Three modifications in the D and T arms of tRNA influence translation in Escherichia coli and expression of virulence genes in Shigella flexneri. J. Bacteriol. 184(19), 5348-5357 (2002).

    4. Barciszewska, M.Z., Mashkova, T.D., and Barciszewski, J. The primary structure of lupin seed 5.8 S ribosomal RNA. Biochim. Biophys. Acta 1049(3), 343-345 (1990).

    5. Sirum-Connolly, K., and Mason, T.L. The role of nucleotide modifications in the yeast mitochondrial ribosome. Nucleic Acids Symp. Ser. 33, 73-75 (1995).

    6. Mori, T., Guo, M.W., Li, X., et al. Isolation and identification of apoptosis inducing nucleosides from CD57+ HLA-DRbright natural suppressor cell line. Biochem. Biophys. Res. Commun. 251(2), 416-422 (1998).