A derivative of 6-mercaptopurine
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6-Mercaptopurine Riboside

Item No. 40331

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-thio-inosine
CAS Number
574-25-4
Synonyms
  • NSC 4911
  • 6-MPR
  • 6-Thioinosine
Molecular Formula
C10H12N4O4S
Formula Weight
284.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly soluble: 1-10 mg/ml
SMILES
O[C@H]1[C@@H](O[C@@H]([C@H]1O)CO)N2C3=C(C(N=CN3)=S)N=C2
InChi Code
InChI=1S/C10H12N4O4S/c15-1-4-6(16)7(17)10(18-4)14-3-13-5-8(14)11-2-12-9(5)19/h2-4,6-7,10,15-17H,1H2,(H,11,12,19)/t4-,6-,7-,10-/m1/s1
InChi Key
NKGPJODWTZCHGF-KQYNXXCUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

    $32

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    500 mg

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    1 g

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    Product Description

    6-Mercaptopurine riboside (6-MPR) is a derivative of the inhibitor of purine synthesis and interconversion 6-mercaptopurine (Item No. 23675).1 It is active against S. faecalis when used at concentrations ranging from 0.05 to 15 mg/ml.2 6-MPR (0.5, 1, or 1.5 mM) inhibits autophagy and cholesterol synthesis in isolated and washed rat hepatocytes, an effect that can be prevented by the adenosine kinase inhibitor 5-iodotubercidin (Item No. 10010375).3 In vivo, 6-MPR (17, 35, or 70 mg/kg per day) decreases tumor growth in mice bearing 6-mercaptopurine susceptible, but not 6-mercaptopurine-resistant, adenocarcinoma 755 tumors.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bennett, L.L., Jr., Montgomery, J.A., Brockman, R.W., et al. Design of analogs of purine nucleosides with specifically altered activities as substrates for nucleoside- metabolizing enzymes. Adv. Enzyme Regul. 16, 255-271 (1977).

    2. Skipper, H.E., Thomson, J.R., Hutchinson, D.J., et al. Anticancer activity of purine antagonists and their ribosides. I. Comparative studies with 6-mercaptopurine and 6-mercaptopurine riboside. Proc. Soc. Exp. Biol. Med. 95(1), 135-138 (1957).

    3. Samari, H.R., and Seglen, P.O. Inhibition of hepatocytic autophagy by adenosine, aminoimidazole-4-carboxamide riboside, and N6-mercaptopurine riboside. Evidence for involvement of amp-activated protein kinase. The Journal of Biological Chemisty 273(37), 23758-23763 (1998).