An inactive metabolite of 6-thioguanine and azathioprine
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6-Thioguanosine-5'-O-diphosphate (sodium salt)

Item No. 38389

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-thio-guanosine 5′-(trihydrogen diphosphate), trisodium salt
Synonyms
  • TGDP
  • 6-Thio-GDP
Molecular Formula
C10H12N5O10P2S • 3Na
Formula Weight
525.2
Purity
≥95%
Formulation (Request formulation change)
A solution in water
Solubility(Learn about Variance in Solubility)
Water: Soluble
SMILES
O[C@@H]1[C@H](O)[C@@H](COP([O-])(OP([O-])([O-])=O)=O)O[C@H]1N2C=NC3=C2NC(N)=NC3=S.[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C10H15N5O10P2S.3Na/c11-10-13-7-4(8(28)14-10)12-2-15(7)9-6(17)5(16)3(24-9)1-23-27(21,22)25-26(18,19)20;;;/h2-3,5-6,9,16-17H,1H2,(H,21,22)(H2,18,19,20)(H3,11,13,14,28);;;/q;3*+1/p-3/t3-,5-,6-,9-;;;/m1.../s1
InChi Key
OKSBUMFTYMSSGS-CYCLDIHTSA-K
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    2.3 mg

    $336

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    Product Description

    6-Thioguanosine-5'-O-diphosphate is an inactive metabolite of the purine analog 6-thioguanine (Item No. 15774) and the immunosuppressive purine analog azathioprine (Item No. 13987).1,2 It is formed from 6-thioguanine via a 6-thioguanosine monophosphate intermediate by phosphorylation and from azathioprine via 6-mercaptopurine (Item No. 23675) and other intermediates by a non-enzymatic process and several enzymatic reactions. Elevated blood levels of 6-thioguanosine-5'-O-diphosphate in patients with Crohn's disease correlate with a lower response rate to azathioprine.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hawwa, A.F., Millership, J.S., Collier, P.A., et al. Pharmacogenomic studies of the anticancer and immunosuppressive thiopurines mercaptopurine and azathioprine. Br. J. Clin. Pharmacol. 66(4), 517-528 (2008).

    2. Neurath, M.F., Kiesslich, R., Teichgraber, U., et al. 6-Thioguanosine diphosphate and triphosphate levels in red blood cells and response to azathioprine therapy in Crohn’s disease. Clin. Gastroenterol. Hepatol. 3(10), 1007-1014 (2005).