A non-hydrolyzable derivative of GDP and an inhibitor of AC
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Guanosine-5'-O-(2-thiodiphosphate) (sodium salt)

Item No. 38379

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5′-guanylic acid, monoanhydride with phosphorothioic acid, trisodium salt
Synonyms
  • GDP-β-S
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-])([S-])=O)=O)O[C@H]1N2C=NC3=C2NC(N)=NC3=O.[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C10H15N5O10P2S.3Na/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(24-9)1-23-26(19,20)25-27(21,22)28;;;/h2-3,5-6,9,16-17H,1H2,(H,19,20)(H2,21,22,28)(H3,11,13,14,18);;;/q;3*+1/p-3/t3-,5-,6-,9-;;;/m1.../s1
InChi Key
WOKRDKNJTPRZNI-CYCLDIHTSA-K
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    2.3 mg

    $130

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    Product Description

    Guanosine-5'-O-(2-thiodiphosphate) is a non-hydrolyzable derivative of GDP (Item No. 31704) and an inhibitor of adenylyl cyclase (AC; Ki = 600 nM).1 It is also a partial activator of AC when GTP is absent in rat cerebral cortex membranes (EC50 = 400 nM).2 Guanosine-5'-O-(2-thiodiphosphate) (1 µM) prevents norepinephrine-induced nitric oxide (NO) release in cardiac ventricular myocytes.3 It reduces female opossum urine-induced firing frequency of olfactory mitral/tufted neuronal cells in male opossums when administered at a concentration of 100 µM.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Svoboda, M., Furnelle, J., Eckstein, F., et al. Guanosine 5'-O-(2-thiodiphosphate) as a competitive inhibitor of GTP in hormone or cholera toxin-stimulated pancreatic adenylate cyclase. FEBS Lett. 109(2), 275-279 (1980).

    2. Rasenick, M.M., Hughes, J.M., and Wang, N. Guanosine-5'-O-thiodiphosphate functions as a partial agonist for the receptor-independent stimulation of neural adenylate cyclase. Brain Res. 488(1-2), 105-113 (1989).

    3. Kanai, A.J., Mesaros, S., Finkel, M.S., et al. β-adrenergic regulation of constitutive nitric oxide synthase in cardiac myocytes. Am. J. Physiol. 273(4), C1371-C1377 (1997).

    4. Zhang, J.-J., Huang, G.-Z., and Halpern, M. Firing properties of accessory olfactory bulb mitral/tufted cells in response to urine delivered to the vomeronasal organ of gray short-tailed opossums. Chem. Senses 32(4), 355-360 (2007).