An irreversible inhibitor of SAH hydrolase
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Product Type

Biochemicals
Small Molecule Modulators
Small Molecule Inhibitors

Research Area

Adenosine Dialdehyde

Item No. 15644

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-amino-α-(1-formyl-2-hydroxyethoxy)-9H-purine-9-acetaldehyde
CAS Number
34240-05-6
Molecular Formula
C10H11N5O4
Formula Weight
265.2
Purity
≥90%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 0.1 mg/ml
λmax
259 nm
SMILES
O=C([H])C(N1C=NC2=C1N=CN=C2N)OC(C([H])=O)CO
InChi Code
InChI=1S/C10H11N5O4/c11-9-8-10(13-4-12-9)15(5-14-8)7(3-18)19-6(1-16)2-17/h1,3-7,17H,2H2,(H2,11,12,13)
InChi Key
ILMNSCQOSGKTNZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $35

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    10 mg

    $53

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    25 mg

    $98

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    50 mg

    $179

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    Product Description

    Adenosine dialdehyde is an irreversible inhibitor of S-adenosylhomocysteine (SAH; Item Nos. 13603 | 9000372) hydrolase (IC50 = 40 nM), blocking the conversion of SAH to homocysteine and adenosine (Item No. 21232).1,2 This reduces the amount of homocysteine that can be converted to methionine and, subsequently, S-adenosylmethionine, a substrate of methyltransferases. In this way, adenosine dialdehyde indirectly inhibits cellular methyltransferase activity.3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Madhavan, G.V., McGee, D.P., Rydzewski, R.M., et al. Synthesis and antiviral evaluation of 6'-substituted aristeromycins: Potential mechanism-based inhibitors of S-adenosylhomocysteine hydrolase. J. Med. Chem. 31(9), 1798-1804 (1988).

    2. O'Dea, R.F., Mirkin, B.L., Hogenkamp, H.P., et al. Effect of adenosine analogues on protein carboxylmethyltransferase, S-adenosylhomocysteine hydrolase, and ribonucleotide reductase activity in murine neuroblastoma cells. Cancer Res. 47(14), 3656-3661 (1987).

    3. Dung, T.T.M., Yi, Y.-S., Heo, J., et al. Critical role of protein L-isoaspartyl methyltransferase in basic fibroblast growth factor-mediated neuronal cell differentiation. BMB Rep. 49(8), 437-442 (2016).

    4. Huang, H.-M., Tam, M.F., Tam, T.-C.S., et al. Proteomic analysis of stable protein methylation in lymphoblastoid cells. J. Biochem. 132(5), 813-818 (2002).

    5. Miranda, T.B., Cortez, C.C., Yoo, C.B., et al. DZNep is a global histone methylation inhibitor that reactivates developmental genes not silenced by DNA methylation. Mol. Cancer. Ther. 8(6), 1579-1588 (2009).