A membrane permeable cGMP analog
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Dibutyryl-Cyclic GMP (sodium salt)

Item No. 15991

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(1-oxobutyl)-cyclic 3',5'-(hydrogen phosphate) 2'-butanoate guanosine, monosodium salt
CAS Number
51116-00-8
Synonyms
  • Dibutyryl-cGMP
  • Dibutyryl Guanosine 3’,5’-cyclic monophosphate
Molecular Formula
C18H23N5O9P • Na
Formula Weight
507.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 10 mg/ml
λmax
254, 284 nm
SMILES
O=P1([O-])O[C@H]2[C@@H](OC(CCC)=O)[C@H](N3C=NC4=C3N=C(NC(CCC)=O)NC4=O)O[C@@H]2CO1.[Na+]
InChi Code
InChI=1S/C18H24N5O9P.Na/c1-3-5-10(24)20-18-21-15-12(16(26)22-18)19-8-23(15)17-14(31-11(25)6-4-2)13-9(30-17)7-29-33(27,28)32-13;/h8-9,13-14,17H,3-7H2,1-2H3,(H,27,28)(H2,20,21,22,24,26);/q;+1/p-1/t9-,13-,14-,17-;/m1./s1
InChi Key
MGBPJXVWDGGLKI-GBIKJYCISA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $74

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    10 mg

    $126

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    50 mg

    $438

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    Product Description

    Dibutyryl-cyclic GMP (dibutyryl-cGMP) is a cell-permeable, cGMP analog that activates cGMP-dependent protein kinase.1 It has been used in a wide variety of research applications to mimic cGMP interactions and effects on different biological molecules.2,3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cataldi, M., Secondo, A., D'Alessio, A., et al. Involvement of phosphodiesterase-cGMP-PKG pathway in intracellular Ca2+ oscillations in pituitary GH3 cells. Biochim. Biophys. Acta 1449(2), 186-193 (1999).

    2. Willmott, N.J., Asselin, J., and Galione, A. Calcium store depletion potentiates a phosphodiesterase inhibitor- and dibutyryl cGMP-evoked calcium influx in rat pituitary GH3 cells. FEBS Lett. 386(1), 39-42 (1996).

    3. Kaplan, S.S., Billiar, T., Curran, R.D., et al. Inhibition of chemotaxis with NG-monomethyl-L-arginine: A role for cyclic GMP. Blood 74(6), 1885-1887 (1989).

    4. Chik, C.L., Liu, Q.Y., Li, B., et al. cGMP inhibits L-type Ca2+ channel currents through protein phosphorylation in rat pinealocytes. J. Neurosci. 15(4), 3104-3109 (1995).

    5. Rooney, T.A., Joseph, S.K., Queen, C., et al. Cyclic GMP induces oscillatory calcium signals in rat hepatocytes. The Journal of Biological Chemisty 271(33), 19817-19825 (1996).