A competitive inhibitor of cGK isoforms
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Rp-8-pCPT-Cyclic GMPS (sodium salt)

Item No. 18445

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8-[(4-chlorophenyl)thio]-cyclic 3’,5’-[hydrogen [P(R)]-phosphorothioate] guanosine, monosodium salt
CAS Number
208445-07-2
Synonyms
  • Rp-8-pCPT-cGMPS
Molecular Formula
C16H14ClN5O6PS2 • Na
Formula Weight
525.9
Purity
≥99%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Water: soluble
SMILES
O[C@H]1[C@H](N2C(SC3=CC=C(Cl)C=C3)=NC4=C2N=C(N)NC4=O)O[C@H]5[C@H]1O[P@@](OC5)([S-])=O.[Na+]
InChi Code
InChI=1S/C16H15ClN5O6PS2.Na/c17-6-1-3-7(4-2-6)31-16-19-9-12(20-15(18)21-13(9)24)22(16)14-10(23)11-8(27-14)5-26-29(25,30)28-11;/h1-4,8,10-11,14,23H,5H2,(H,25,30)(H3,18,20,21,24);/q;+1/p-1/t8-,10-,11-,14-,29-;/m1./s1
InChi Key
JERAACMSJYSCBY-TXBWCVORSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $307

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    Product Description

    Rp-8-pCPT-Cyclic GMPS is a stable, cell-permeable cGMP analog that competitively inhibits cGMP-dependent protein kinases (cGKs), including cGK Iα and cGK II (IC50s = 18.3 and 0.16 µM, respectively).1 The pCPT (p-chlorophenylthio) group at the 8-position of the purine increases both enzyme affinity and membrane permeability over related compounds.2 At 10 µM, it blocks the relaxation of rat tail arteries induced by the nitric oxide donor SIN-1 (Item No. 82220).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gamm, D.M., Francis, S.H., Angelotti, T.P., et al. The type II isoform of cGMP-dependent protein kinase is dimeric and possesses regulatory and catalytic properties distinct from the type I isoforms. The Journal of Biological Chemisty 270(45), 27380-27388 (1995).

    2. Kramer, R.H., and Tibbs, G.R. Antagonists of cyclic nucleotide-gated channels and molecular mapping of their site of action. J. Neurosci. 16(4), 1285-1293 (1996).

    3. Ouedraogo, S., Tschöp, M., Stoclet, J.C., et al. Effects of cyclic GMP and analogues on neurogenic transmission in the rat tail artery. Br. J. Pharmacol. 112, 867-872 (1994).