185246-32-6

Basic information

• Product Name: RP-8-BROMO-BETA-PHENYL-1,N2-ETHENOGUANOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT HYDRATE
• Synonyms: 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-Br-PET-cGMPS hydrate, Rp-β-Phenyl-1,N2-etheno-8-bromoguanosine 3μ,5μ-cyclic monophosphorothioate hydrate sodium salt;Rp-8-bromo-PET-Cyclic GMPS (sodium salt);Rp-8-Bromo-β-phenyl-1,N2-ethenoguanosine 3′,5′-cyclic monophosphorothioate
• CAS NO: 185246-32-6
• Molecular Formula: C18H14BrN5NaO6PS
• Molecular Weight: 562.266191
• Mol File: 185246-32-6.mol
• Article Data: 0

Chemical Properties

• Melting Point: 240-300 °C(lit.)
• Appearance: white to beige/
• Storage Temp.: −20°C
• Solubility: H2O: soluble15mg/mL at ≤60°C
• CAS DataBase Reference: RP-8-BROMO-BETA-PHENYL-1,N2-ETHENOGUANOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT HYDRATE(CAS DataBase Reference)
• NIST Chemistry Reference: RP-8-BROMO-BETA-PHENYL-1,N2-ETHENOGUANOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT HYDRATE(185246-32-6)
• EPA Substance Registry System: RP-8-BROMO-BETA-PHENYL-1,N2-ETHENOGUANOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT HYDRATE(185246-32-6)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 185246-32-6(Hazardous Substances Data)

Usage

Description

RP-8-BROMO-BETA-PHENYL-1,N2-ETHENOGUANOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT HYDRATE, also known as 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 effectively blocks the activation of cGKI and cGKII by cGMP. Additionally, it exhibits resistance to hydrolysis by phosphodiesterase 11, making it a stable compound for various applications.

Uses

Used in Pharmaceutical Industry:
RP-8-BROMO-BETA-PHENYL-1,N2-ETHENOGUANOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT HYDRATE is used as a research compound for studying the role of cGMP-dependent protein kinases (cGKs) in cellular processes. Its ability to inhibit cGKI and cGKII activation makes it a valuable tool in understanding the mechanisms of various diseases and potential therapeutic targets.
Used in Biological Research:
In the field of biological research, RP-8-BROMO-BETA-PHENYL-1,N2-ETHENOGUANOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT HYDRATE serves as a potent inhibitor of cGMP-dependent protein kinases, allowing researchers to investigate the specific functions and interactions of these kinases in cellular signaling pathways.
Used in Drug Development:
RP-8-BROMO-BETA-PHENYL-1,N2-ETHENOGUANOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT HYDRATE is utilized as a lead compound in the development of new drugs targeting cGMP-dependent protein kinases. Its properties as a reversible inhibitor and resistance to hydrolysis make it a promising candidate for the creation of therapeutic agents for various diseases.
Used in Diagnostic Applications:
In the diagnostic industry, RP-8-BROMO-BETA-PHENYL-1,N2-ETHENOGUANOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT HYDRATE can be employed as a specific marker or probe for the detection and analysis of cGMP-dependent protein kinases, aiding in the diagnosis of related conditions and disorders.

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).