A nucleoside analog
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Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

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Sangivamycin (hydrate)

Item No. 21343

Technical Information
Formal Name
4-amino-7-β-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide, hydrate
Synonyms
  • NSC 65346
Molecular Formula
C12H15N5O5 • XH2O
Formula Weight
Purity
≥95%
A solid
Acetonitrile: Slightly Soluble: 0.1-1 mg/mlDMSO: Slightly Soluble: 0.1-1 mg/mlH2O: Slightly Soluble: 0.1-1 mg/ml
SMILES
OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C=C(C(N)=O)C3=C2N=CN=C3N)O1.O
InChi Code
InChI=1S/C12H15N5O5.H2O/c13-9-6-4(10(14)21)1-17(11(6)16-3-15-9)12-8(20)7(19)5(2-18)22-12;/h1,3,5,7-8,12,18-20H,2H2,(H2,14,21)(H2,13,15,16);1H2/t5-,7-,8-,12-;/m1./s1
InChi Key
QTYUIEDCERYPNJ-CCUUNMJDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Sangivamycin is a nucleoside analog.1 It incorporates into severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) RNA and reduces the number of plaque-forming units (PFUs) in SARS-CoV-2-infected Vero E6 cells when used at a concentration of 72 nM. Sangivamycin (0.3 µM) induces cell cycle arrest at the G2/M phase and apoptosis in MCF-7/adr cells, effects that can be prevented by the JNK inhibitor SP600125 (Item No. 10010466) or protein kinase Cδ (PKCδ) inhibitor rottlerin (Item No. 12006).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bennett, R.P., Yoluç, Y., Salter, J.D., et alSangivamycin is preferentially incorporated into viral RNA by the SARS-CoV-2 polymerase. Antiviral Res. 218, 105716 (2023).

    2. Lee, S.A., and Jung, M. The nucleoside analog sangivamycin induces apoptotic cell death in breast carcinoma MCF7/adriamycin-resistant cells via protein kinase Cdelta and JNK activation. The Journal of Biological Chemisty 282(20), 15271-15283 (2007).