A selective PKA activator
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Sp-5,6-dichloro-cBIMPS (sodium salt)

Item No. 18822

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5,6-dichloro-1-[3,5-O-[(S)-mercaptophosphinylidene]-β-D-ribofuranosyl]-1H-benzimidazole, monosodium salt
CAS Number
142439-96-1
Synonyms
  • Sp-5,6-DCI-cBIMPS
Molecular Formula
C12H10Cl2N2O5PS • Na
Formula Weight
419.1
Purity
≥99%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 150 mMEthanol: 150 mMWater: 25 mM
λmax
254 nm
SMILES
[S-][P@]1(OC[C@]2([H])[C@@]([C@@H](O)[C@H](N3C(C=C(Cl)C(Cl)=C4)=C4N=C3)O2)([H])O1)=O.[Na+]
InChi Code
InChI=1S/C12H11Cl2N2O5PS.Na/c13-5-1-7-8(2-6(5)14)16(4-15-7)12-10(17)11-9(20-12)3-19-22(18,23)21-11;/h1-2,4,9-12,17H,3H2,(H,18,23);/q;+1/p-1/t9-,10-,11-,12-,22+;/m1./s1
InChi Key
LXTHVPHQPNCKKG-OIMJWDEGSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    Product Description

    Sp-5,6-dichloro-cBIMPS is a benzimidazole monophosphorothioate that acts as a potent activator of protein kinase A (PKA; Ki = 30 nM).1 It is selective for PKA over PKG (Ki = 10 µM).1 Sp-5,6-dichloro-cBIMPS is also resistant to degradation by cyclic nucleotide phosphodiesterases.1,2 It displays good cell permeability and prevents the aggregation of platelets stimulated with thrombin (Item No. 13188).1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sandberg, M., Butt, E., Nolte, C., et al. Characterization of Sp-5,6-dichloro-1-β-D-ribofuranosylbenzimidazole-3',5'-monophosphorothioate (Sp-5,6-DCl-cBiMPS) as a potent and specific activator of cyclic-AMP-dependent protein kinase in cell extracts and intact cells. Biochem. J. 279(Pt 2), 521-527 (1991).

    2. Jäger, R., Russwurm, C., Schwede, F., et al. Activation of PDE10 and PDE11 phosphodiesterases. The Journal of Biological Chemisty 287(2), 1210-1219 (2012).