RP-8-BROMO-BETA-PHENYL-1,N2-ETHENOGUANOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT HYDRATE

Product Name: RP-8-BROMO-BETA-PHENYL-1,N2-ETHENOGUANOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT HYDRATE
CAS No.: 185246-32-6
Chemical Name: RP-8-BROMO-BETA-PHENYL-1,N2-ETHENOGUANOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT HYDRATE
Synonyms: Rp 8 Br PET cGMPS,Rp8BrPETcGMPS;Rp-8-bromo-PET-Cyclic GMPS sodium;Rp-8-bromo-PET-Cyclic GMPS (sodium salt);RP-8-BROMO-BETA-PHENYL-1,N2-ETHENOGUANOSINE 3',5'...;Rp-8-Bromo-β-phenyl-1,N2-ethenoguanosine 3′,5′-cyclic monophosphorothioate;Rp-8-Bromo-beta-phenyl-1,N2-ethenoguanosine 3',5'-cyclic monophosphorothioate sodium salt;Rp-8-Bromo-β-phenyl-1,N²-ethenoguanosine 3′,5′-cyclic monophosphorothioate sodium salt;RP-8-BROMO-BETA-PHENYL-1,N2-ETHENOGUANOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT HYDRATE;Rp-8-Bromo-β-phenyl-1,N2-ethenoguanosine 3μ:5μ-cyclic monophosphorothioate hydrate sodium salt;Rp-8-Bromo-beta-phenyl-1,N2-ethenoguanosine 3',5'-cyclic monophosphorothioate sodium salt >=98% (HPLC), powder
CBNumber: CB3972375
Molecular Formula: C18H14BrN5NaO6PS
Formula Weight: 562.266
MOL File: 185246-32-6.mol

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RP-8-BROMO-BETA-PHENYL-1,N2-ETHENOGUANOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT HYDRATE Property

Melting point:: 240-300 °C(lit.)
storage temp.: -20°C
solubility: H2O: soluble15mg/mL at ≤60°C
form: powder
color: white to beige
Water Solubility: H2O: 15mg/mL at≤60°C
InChIKey: SVMPQLHYWRTQCX-DBHVCDLJSA-M
SMILES: O.[Na+].O[C@@H]1[C@@H]2O[P@]([O-])(=S)OC[C@H]2O[C@H]1n3c(Br)nc4C(=O)n5cc(nc5Nc34)-c6ccccc6

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Safety

Safety Statements: 22-24/25
WGK Germany: 3
Storage Class: 11 - Combustible Solids

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: B6684
Product name: Rp-8-Bromo-β-phenyl-1,N2-ethenoguanosine 3′,5′-cyclic monophosphorothioate sodium salt
Purity: ≥98% (HPLC), powder
Packaging: 1mg
Price: $367
Updated: 2026/04/30

Sigma-Aldrich

Product number: B6684
Product name: Rp-8-Bromo-β-phenyl-1,N2-ethenoguanosine 3′,5′-cyclic monophosphorothioate sodium salt
Purity: ≥98% (HPLC), powder
Packaging: 5mg
Price: $1180
Updated: 2026/04/30

Cayman Chemical

Product number: 18823
Product name: Rp-8-bromo-PET-Cyclic GMPS (sodium salt)
Purity: ≥99%
Packaging: 1mg
Price: $294
Updated: 2026/04/30

Cayman Chemical

Product number: 18823
Product name: Rp-8-bromo-PET-Cyclic GMPS (sodium salt)
Purity: ≥99%
Packaging: 5mg
Price: $1170
Updated: 2026/04/30

Cayman Chemical

Product number: 18823
Product name: Rp-8-bromo-PET-Cyclic GMPS (sodium salt)
Purity: ≥99%
Packaging: 1mg
Price: $267
Updated: 2024/03/01

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RP-8-BROMO-BETA-PHENYL-1,N2-ETHENOGUANOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT HYDRATE Chemical Properties,Usage,Production

Description

Rp-8-bromo-PET-Cyclic GMPS (Rp-8-bromo-PET-cGMPS) is an analog of cyclic GMP (cGMP). It is a cell permeable, competitive, and reversible inhibitor of cGMP-dependent protein kinases (cGKs) that blocks activation of cGKI and cGKII by cGMP (K_is = 35 and 30 nM). It less potently inhibits protein kinase A (K_i = 11 μM) and cGMP-induced activation of cyclic nucleotide-gated channels (IC₅₀ = 25 μM). In the absence of cGMP stimulation, Rp-8-bromo-PET-cGMPS can act as a partial agonist of cGKI (K_i = 1 μM). Rp-8-bromo-PET-cGMPS is resistant to hydrolysis by phosphodiesterase 11.

Uses

Rp-8-Br-PET-cyclic GMPS Sodium Salt is a competitive inhibitor of cGMP-dependent protein kinase (cGKI).

Biochem/physiol Actions

Rp-8-Br-PET-cGMPS is metabolically stable, competitive inhibitor of cGMP-dependent protein kinase G. Inhibits both PKG I (Ki=30 nM) and PKG II and blocks cGMP-gated retinal type ion channels (IC50=25 micromoles).

storage

Store at -20°C

References

[1] E BUTT. Inhibition of cyclic GMP-dependent protein kinase-mediated effects by (Rp)-8-bromo-PET-cyclic GMPS.[J]. British Journal of Pharmacology, 1995, 116 8: 3110-3116. DOI: 10.1111/j.1476-5381.1995.tb15112.x
[2] NADEJDA VALTCHEVA. The commonly used cGMP-dependent protein kinase type I (cGKI) inhibitor Rp-8-Br-PET-cGMPS can activate cGKI in vitro and in intact cells.[J]. The Journal of Biological Chemistry, 2009, 284 1: 556-562. DOI: 10.1074/jbc.m806161200
[3] JI-YE WEI. Identification of Competitive Antagonists of the Rod Photoreceptor cGMP-Gated Cation Channel: β-Phenyl-1,N2-etheno-Substituted cGMP Analogues as Probes of the cGMP-Binding Site[J]. Biochemistry Biochemistry, 1996, 35 51: 16815-16823. DOI: 10.1021/bi961763v
[4] RONALD JGER. Activation of PDE10 and PDE11 phosphodiesterases.[J]. The Journal of Biological Chemistry, 2012: 1210-1219. DOI: 10.1074/jbc.m111.263806

RP-8-BROMO-BETA-PHENYL-1,N2-ETHENOGUANOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT HYDRATE Preparation Products And Raw materials

Raw materials

Preparation Products

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RP-8-BROMO-BETA-PHENYL-1,N2-ETHENOGUANOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT HYDRATE Suppliers

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185246-32-6, RP-8-BROMO-BETA-PHENYL-1,N2-ETHENOGUANOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT HYDRATERelated Search:

RP-8-BROMO-BETA-PHENYL-1,N2-ETHENOGUANOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT HYDRATE

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