A derivative of SAH
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SIBA

Item No. 38758

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5′-S-(2-methylpropyl)-5′-thio-adenosine
CAS Number
35899-54-8
Synonyms
  • 5'-Deoxy-5'-S-isobutyladenosine
  • 5'-S-Isobutylthioadenosine
Molecular Formula
C14H21N5O3S
Formula Weight
339.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 10 mg/ml
λmax
261 nm
SMILES
O[C@H]1[C@@H](O)[C@H](N2C3=NC=NC(N)=C3N=C2)O[C@@H]1CSCC(C)C
InChi Code
InChI=1S/C14H21N5O3S/c1-7(2)3-23-4-8-10(20)11(21)14(22-8)19-6-18-9-12(15)16-5-17-13(9)19/h5-8,10-11,14,20-21H,3-4H2,1-2H3,(H2,15,16,17)/t8-,10-,11-,14-/m1/s1
InChi Key
JDDUQGRUPLKDNT-IDTAVKCVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

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    100 mg

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    Product Description

    SIBA is an isobutylthio-modified derivative of the amino acid derivative S-adenosylhomocysteine (SAH; Item No. 13603).1 It reduces viral infectivity in HEp-2 cells infected with herpes simplex virus 1 (HSV-1) when used at a concentration of 1 mM.2 SIBA (0.5 and 1 mM) inhibits the oncogenic transformation of primary chicken embryo fibroblasts induced by Rous sarcoma virus (RSV).1 It decreases the number of metastases in a model of rhabdomyosarcoma in rats fed a low methionine diet when administered at a dose of 15 mg/kg three times weekly.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Robert-Géro, M., Lawrence, F., Farrugia, G., et al. Inhibition of virus-induced cell transformation by synthetic analogues of S-adenosyl homocysteine. Biochem. Biophys. Res. Commun. 65(4), 1242-1249 (1975).

    2. Jacquemont, B., and Huppert, J. Inhibition of viral RNA methylation in herpes simplex virus type 1-infected cells by 5' S-isobutyl-adenosine. J. Virol. 22(1), 160-167 (1977).

    3. Breillout, F., Poupon, M.F., Blanchard, P., et al. Association of SIBA treatment and a Met-depleted diet inhibits in vitro growth and in vivo metastatic spread of experimental tumor cell lines. Clin. Exp. Metastasis 6(1), 3-16 (1988).