370679

Guanosine 3′,5′-cyclic Monophosphorothioate, β-Phenyl-1,N²-etheno-8-bromo-, Rp-Isomer, Sodium Salt

A metabolically-stable, competitive inhibitor of protein kinase G types 1α and 1β (K_i = 30 nM).

• Synonym(s): Guanosine 3′,5′-cyclic Monophosphorothioate, β-Phenyl-1,N²-etheno-8-bromo-, Rp-Isomer, Sodium Salt, Rp-8-Br-PET-cGMPS, Na, PKG Inhibitor VI
• Empirical Formula (Hill Notation): C₁₈H₁₄BrN₅O₆PS · Na
• CAS Number: 172806-20-1
• Molecular Weight: 562.27
• UNSPSC Code: 41106305
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: lyophilized
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; desiccated (hygroscopic)
• solubility: water: 5 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• 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-WKKXCKAJSA-M

Description

General description

A metabolically-stable, competitive inhibitor of protein kinase G type Iα and Iβ (K_i = 30 nM) that also blocks cGMP-gated retinal type ion channels (IC₅₀ = 25 µM). Also reported to block the activation of purified PKA type II (K_i = 10 µM). More lipophilic and cell-permeable than Rp-8-pCPT-cGMPS (Cat. No. 370677). Note: 5 µmol = 2.81 mg.

A metabolically-stable, competitive inhibitor of protein kinase G types 1α and 1β (K_i = 30 nM). Blocks cGMP-gated retinal type ion channels (IC₅₀ = 25 µM) and the activation of purified PKA type II (K_i = 10 µM). More lipophilic and cell-permeable than Rp-8-pCPT-cGMPS (Cat. No. 370677). Note: 1 µmol = 0.56 mg.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
PKG1α & 1β

Product does not compete with ATP.

Reversible: no

Target K_i: 30 nM against PKG1α & 1β

Warning

Toxicity: Standard Handling (A)

Other Notes

Wei, J.Y., et al. 1996. Biochemistry35, 16815.
Butt, E., et al. 1995. Br. J. Pharmacol. 116, 3110.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable