7-Deaza-2’-C-methyladenosine

• CAT Number: R043334
• CAS Number: 443642-29-3
• Molecular Formula: C12H16N4O4
• Molecular Weight: 280.28
• Purity: ≥95%
• Synonyms: 7-(2-C-Methyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine; MK 0608
• Target: HCV
• Storage: -20°C
• IUPAC Name: (2R,3R,4R,5R)-2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol
• InChI: InChI=1S/C12H16N4O4/c1-12(19)8(18)7(4-17)20-11(12)16-3-2-6-9(13)14-5-15-10(6)16/h2-3,5,7-8,11,17-19H,4H2,1H3,(H2,13,14,15)/t7-,8-,11-,12-/m1/s1
• InChIKey: IRZRJANZDIOOIF-GAJNKVMBSA-N
• SMILES: C[C@]1([C@@H]([C@H](O[C@H]1N2C=CC3=C(N=CN=C32)N)CO)O)O

7-Deaza-2’-C-methyladenosine（Cat No.:R043334）is a high-purity nucleoside analog widely used in antiviral and biochemical research. Known for its potent inhibition of viral RNA polymerases, it is instrumental in studying RNA virus replication and developing novel antiviral therapies. Its structural modifications enhance metabolic stability and resistance to enzymatic degradation, making it a valuable tool for virology and molecular biology applications. This compound is ideal for investigating nucleoside analog mechanisms, supporting drug discovery efforts targeting RNA viruses, and advancing therapeutic strategies against emerging viral pathogens.

Reference

1:PLoS Negl Trop Dis. 2016 May 10;10(5):e0004695. doi: 10.1371/journal.pntd.0004695. eCollection 2016 May. The Viral Polymerase Inhibitor 7-Deaza-2/’-C-Methyladenosine Is a Potent Inhibitor of In Vitro Zika Virus Replication and Delays Disease Progression in a Robust Mouse Infection Model.Zmurko J,Marques RE,Schols D,Verbeken E,Kaptein SJ,Neyts J, PMID: 27163257 PMCID: PMC4862633 DOI: 10.1371/journal.pntd.0004695 Abstract: Zika virus (ZIKV) is an emerging flavivirus typically causing a dengue-like febrile illness, but neurological complications, such as microcephaly in newborns, have potentially been linked to this viral infection. We established a panel of in vitro assays to allow the identification of ZIKV inhibitors and demonstrate that the viral polymerase inhibitor 7-deaza-2/’-C-methyladenosine (7DMA) efficiently inhibits replication. Infection of AG129 (IFN-α/β and IFN-γ receptor knock-out) mice with ZIKV resulted in acute neutrophilic encephalitis with viral antigens accumulating in neurons of the brain and spinal cord. Additionally, high levels of viral RNA were detected in the spleen, liver and kidney, and levels of IFN-γ and IL-18 were systematically increased in serum of ZIKV-infected mice. Interestingly, the virus was also detected in testicles of infected mice. In line with its in vitro anti-ZIKV activity, 7DMA reduced viremia and delayed virus-induced morbidity and mortality in infected mice, which also validates this small animal model to assess the in vivo efficacy of novel ZIKV inhibitors. Since AG129 mice can generate an antibody response, and have been used in dengue vaccine studies, the model can also be used to assess the efficacy of ZIKV vaccines.  .