B6684

Rp-8-Bromo-β-phenyl-1,N²-ethenoguanosine 3′,5′-cyclic monophosphorothioate sodium salt

≥98% (HPLC), powder

• Synonym(s): Rp-β-Phenyl-1,N²-etheno-8-bromoguanosine 3′,5′-cyclic monophosphorothioate sodium salt, Rp-8-Br-PET-cGMPS
• Empirical Formula (Hill Notation): C₁₈H₁₄BrN₅NaO₆PS
• CAS Number: 185246-32-6
• Molecular Weight: 562.27
• UNSPSC Code: 41106305
• PubChem Substance ID: 24724424
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• form: powder
• potency: 30 nM K_i
• color: white to beige
• mp: 240-300 °C (lit.)
• solubility: H₂O: 15 mg/mL at ≤60 °C
• storage temp.: −20°C
• SMILES string: 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
• InChI: 1S/C18H15BrN5O6PS.Na/c19-17-21-11-14(24(17)16-12(25)13-10(29-16)7-28-31(27,32)30-13)22-18-20-9(6-23(18)15(11)26)8-4-2-1-3-5-8;/h1-6,10,12-13,16,25H,7H2,(H,20,22)(H,27,32);/q;+1/p-1/t10-,12-,13-,16-,31-;/m1./s1
• InChI key: SVMPQLHYWRTQCX-DBHVCDLJSA-M

Description

Biochem/physiol Actions

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

Features and Benefits

This compound is featured on the PKA & PKG page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Legal Information

U.S. Patent 5,625,056, DE Patent 4,217,679.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves