Adenosine analog with immunosuppressive activity
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Product Categories

Product Type

Biochemicals

Research Area

Immunology & Inflammation
Adaptive Immunity

3-Deaza-2'-deoxyadenosine

Item No. 9000786

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-(2-deoxy-β-D-erythro-pentofuranosyl)-1H-imidazo[4,5-c]pyridin-4-amine
CAS Number
78582-17-9
Synonyms
  • c3dA
Molecular Formula
C11H14N4O3
Formula Weight
250.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 20 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
212, 266 nm
SMILES
NC1=C2C(N([C@H]3C[C@H](O)[C@@H](CO)O3)C=N2)=CC=N1
InChi Code
InChI=1S/C11H14N4O3/c12-11-10-6(1-2-13-11)15(5-14-10)9-3-7(17)8(4-16)18-9/h1-2,5,7-9,16-17H,3-4H2,(H2,12,13)/t7-,8+,9+/m0/s1
InChi Key
KMQPIRJQPAVGJL-DJLDLDEBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $53

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    5 mg

    $231

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    10 mg

    $409

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    25 mg

    $888

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    Product Description

    3-Deaza-2’-deoxyadenosine strongly inhibits lymphocyte-mediated cytolysis with low cytotoxicity when applied at 100 μM.1 This nucleoside can also be used to evaluate the role of the adenine N3 nitrogen in DNA structure and function.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Krenitsky, T.A., Rideout, J.L., Chao, E.Y., et al. Imidazo(4,5-c)pyridines (3-Deazapurines) and their nucleosides as immunosuppressive and antiinflammatory agents. J. Med. Chem. 29(1), 138-143 (1986).

    2. Maki, A.S., Kim, T., and Kool, E.T. Direct comparison of A- and T-strand minor groove interactions in DNA curvature at A tracts. Biochemistry 43(4), 1102-1110 (2004).

    3. Hendrickson, C.L., Devine, K.G., and Benner, S.A. Probing minor groove recognition contacts by DNA polymerases and reverse transcriptases using 3-deaza-2'-deoxyadenosine. Nucleic Acids Res. 32(7), 2241-2250 (2004).