A nucleoside derivative and synthetic intermediate
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N2-Isobutyryl-2'-deoxyguanosine

Item No. 40284

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2′-deoxy-N-(2-methyl-1-oxopropyl)-guanosine
CAS Number
68892-42-2
Molecular Formula
C14H19N5O5
Formula Weight
337.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly soluble: 1-10 mg/ml
SMILES
O=C1C2=C(NC(NC(C(C)C)=O)=N1)N([C@@H]3O[C@H](CO)[C@H](C3)O)C=N2
InChi Code
InChI=1S/C14H19N5O5/c1-6(2)12(22)17-14-16-11-10(13(23)18-14)15-5-19(11)9-3-7(21)8(4-20)24-9/h5-9,20-21H,3-4H2,1-2H3,(H2,16,17,18,22,23)/t7-,8+,9+/m0/s1
InChi Key
SIDXEQFMTMICKG-DJLDLDEBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

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    Cayman Chemical
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    Product Description

    N2-Isobutyryl-2'-deoxyguanosine is a nucleoside derivative and synthetic intermediate that has been used in the synthesis of the ppGpp derivative relacin, an inhibitor of E. coli RelA with antibacterial activity, as well as nucleoside derivatives with antiviral activity against HIV-1.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wexselblatt, E., Oppenheimer-Shaanan, Y., Kaspy, I., et al. Relacin, a novel antibacterial agent targeting the Stringent Response. PLoS Pathog. 8(9), e1002925 (2012).

    2. Zhang, H.-W., Coats, S.J., Bondada, L., et al. Synthesis and evaluation of 3'-azido-2',3'-dideoxypurine nucleosides as inhibitors of human immunodeficiency virus. Bioorg. Med. Chem. Lett. 20, 60-64 (2010).