A thiopurine nuceloside
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6-Thioguanosine

Item No. 36539

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-thio-guanosine
CAS Number
85-31-4
Synonyms
  • 6-Mercaptoguanosine
  • NSC 29422
  • 6-Thioguanine Ribonucleoside
Molecular Formula
C10H13N5O4S
Formula Weight
299.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 5 mg/ml
λmax
210, 347 nm
SMILES
S=C1C2=C(NC(N)=N1)N([C@]3([H])O[C@@H]([C@H]([C@H]3O)O)CO)C=N2
InChi Code
InChI=1S/C10H13N5O4S/c11-10-13-7-4(8(20)14-10)12-2-15(7)9-6(18)5(17)3(1-16)19-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,20)/t3-,5-,6-,9-/m1/s1
InChi Key
OTDJAMXESTUWLO-UUOKFMHZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

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    Cayman Chemical
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    Product Description

    6-Thioguanosine is a thiopurine nuceloside.1 Preincubation of 6-thioguanosine (10 and 100 µM, respectively) decreases uridine and methionine incorporation into ribosomal RNA in Novikoff-Hepatoma cells. It inhibits the germination of B. anthracis spores (Ki = 98 µM) and prevents spore-induced cytotoxicity in RAW 264.7 macrophages in a concentration-dependent manner.2 6-Thioguanosine is active against E. coli (IC50 = 2 µM).3 It reduces the proliferation of MOLT-4 leukemia cells (IC50 = 0.19 µM).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Weiss, J.W., and Pitot, H.C. Inhibition of ribosomal RNA maturation in Novikoff hepatoma cells by toyocamycin, tubercidin, and 6-thioguanosine. Cancer Res. 34(3), 581-587 (1974).

    2. Akoachere, M., Squires, R.C., Nour, A.M., et al. Identification of an in vivo inhibitor of Bacillus anthracis spore germination. The Journal of Biological Chemisty 282(16), 12112-12118 (2007).

    3. Hill, D.L., and Pittillo, R.F. Use of Escherichia coli mutants to evaluate purines, purine nucleosides, and analogues. Antimicrob. Agents Chemother. 4(2), 125-132 (1973).

    4. Vethe, N.T., Bremer, S., and Bergan, S. IMP dehydrogenase basal activity in MOLT-4 human leukaemia cells is altered by mycophenolic acid and 6-thioguanosine. Scand. J. Clin. Lab. Invest. 68(4), 277-285 (2008).