An HCV NS5B inhibitor and active metabolite of IDX184
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2'-O-Methylguanosine-5'-O-triphosphate (sodium salt)

Item No. 38568

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2′-O-methyl-guanosine 5′-(tetrahydrogen triphosphate), tetrasodium salt
Synonyms
  • 2'-methyl GTP
  • 2'-O-methyl GTP
Molecular Formula
C11H14N5O14P3 • 4Na
Formula Weight
625.1
Purity
≥95%
Formulation (Request formulation change)
A 10 mM solution in water
Solubility(Learn about Variance in Solubility)
Water: Soluble
SMILES
O[C@@H]1[C@@H](COP(OP(OP([O-])([O-])=O)([O-])=O)([O-])=O)O[C@@H](N2C(NC(N)=NC3=O)=C3N=C2)[C@@H]1OC.[Na+].[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C11H18N5O14P3.4Na/c1-26-7-6(17)4(2-27-32(22,23)30-33(24,25)29-31(19,20)21)28-10(7)16-3-13-5-8(16)14-11(12)15-9(5)18;;;;/h3-4,6-7,10,17H,2H2,1H3,(H,22,23)(H,24,25)(H2,19,20,21)(H3,12,14,15,18);;;;/q;4*+1/p-4/t4-,6-,7-,10-;;;;/m1..../s1
InChi Key
UGLCUMBNGNWOCF-KWIZKVQNSA-J
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    2.7 mg

    $180

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    Product Description

    2'-O-Methylguanosine-5'-O-triphosphate (2’-methyl GTP) is an inhibitor of hepatitis C virus (HCV) non-structural protein 5B (NS5B; IC50 = 3.5 µM) and an active metabolite of the prodrug IDX184.1,2 It is formed from IDX184 via a 2’-methylguanosine (Item No. 21039) intermediate.2 2’-methyl GTP (50 µM) also induces tubulin polymerization.3 Tumoral levels of 2’-methyl GTP are decreased in patients with hepatocellular carcinoma compared with adjacent normal tissue.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dutartre, H., Boretto, J., Guillemot, J.C., et al. A relaxed discrimination of 2'-O-methyl-GTP relative to GTP between de novo and Elongative RNA synthesis by the hepatitis C RNA-dependent RNA polymerase NS5B. The Journal of Biological Chemisty 280(8), 6359-6368 (2005).

    2. Zhou, X.-J., Pietropaolo, K., Chen, J., et al. Safety and pharmacokinetics of IDX184, a liver-targeted nucleotide polymerase inhibitor of hepatitis C virus, in healthy subjects. Antimicrob. Agents Chemother. 55(1), 76-81 (2011).

    3. Hamel, E., del Campo, A.A., Lustbader, J., et al. Modulation of tubulin-nucleotide interactions by microtubule-associated proteins: Polymerization with ribose-modified analogues of guanosine 5'-triphosphate. Biochemistry 22(5), 1271-1279 (1983).

    4. Jiang, H.-P., Xiong, J., Liu, F.-L., et al. Modified nucleoside triphosphates exist in mammals. Chem. Sci. 9(17), 4160-4167 (2018).