8-BROMOGUANOSINE 3',5'-(CYCLIC) MONOPHOSPHATESODIUM SALT N-HYDRATE

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8-BROMOGUANOSINE 3',5'-(CYCLIC) MONOPHOSPHATESODIUM SALT N-HYDRATE Basic information
Product Name:8-BROMOGUANOSINE 3',5'-(CYCLIC) MONOPHOSPHATESODIUM SALT N-HYDRATE
Synonyms:8-bromoguanosine-3’,5’-cyclicmonophosphate(8-br-cgmp),sodiumsalt,;8-bromoguanosine 3:5-cyclic*monophosphate sodiu;8-Bromoguanosine-3,5-cyclomonophosphate sodium salt;Guanosine, 8-bromo-, cyclic 3',5'-(hydrogen phosphate), monosodium salt;8-BROMOGUANOSINE 3':5'-CYCLICMONOPHOSPHA TE SODIUM;8-BROMO-CGMP SODIUM SALT 8-BROMOGUANOSIN E-3',5;GUANOSINE 3',5'-CYCLIC MONOPHOSPHATE, 8-BROMO-, SODIUM SALT;BR-CGMP, NA
CAS:51116-01-9
MF:C10H12BrN5NaO7P
MW:448.1
EINECS:256-993-8
Product Categories:Cyclic Nucleotide related;Cyclic Nucleotide Metabolism;Cyclic Nucleotides and AnalogsSerine/Threonine Kinase Biology;G Proteins and Cyclic Nucleotides;Protein Kinase G (PKG);Serine/Threonine Kinase Activators
Mol File:51116-01-9.mol
8-BROMOGUANOSINE 3',5'-(CYCLIC) MONOPHOSPHATESODIUM SALT N-HYDRATE Structure
8-BROMOGUANOSINE 3',5'-(CYCLIC) MONOPHOSPHATESODIUM SALT N-HYDRATE Chemical Properties
storage temp. -20°C
solubility H2O: 100 mg/mL
form powder
color White to off-white
Water Solubility Soluble to 100 mM in water
InChIKeyZJRFCXHKYQVNFK-YEOHUATISA-M
SMILES[Na+].NC1=Nc2c(nc(Br)n2[C@@H]3O[C@@H]4COP([O-])(=O)O[C@H]4[C@H]3O)C(=O)N1
Safety Information
WGK Germany 3
10-21
HS Code 29349990
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
8-BROMOGUANOSINE 3',5'-(CYCLIC) MONOPHOSPHATESODIUM SALT N-HYDRATE Usage And Synthesis
Description8-bromo-Cyclic GMP (8-bromo-cGMP) is a cell-permeable analog of cGMP that exhibits greater resistance to hydrolysis by phosphodiesterases than its parent compound. It preferentially activates cGMP-dependent protein kinase. At 1 μM-0.1 mM, 8-bromo-cGMP can inhibit acetylcholine-induced increases in intracellular calcium concentrations.
Chemical PropertiesWhite powder
Uses8-bromo-cGMP activates cGMP-dependent protein kinase. It can also inhibit acetylcholine-induced increases in intracellular calcium concentrations.
DefinitionChEBI: Sodium 8-bromo-3',5'-cyclic GMP is an organic sodium salt having 8-bromoguanosine 3',5'-cyclic phosphate as the counterion. A membrane permeable cGMP analogue that activates protein kinase G (PKG). It is 4.3-fold more potent than cGMP in activating PKG1alpha and promotes relaxation of tracheal and vascular smooth muscle tissue in vitro. It has a role as a protein kinase G agonist and a muscle relaxant. It contains an 8-bromo-3',5'-cyclic GMP(1-).
Biological ActivityMembrane permeable cGMP analog that activates protein kinase G (PKG). 4.3-fold more potent than cGMP in activating PKG1 α and promotes relaxation of tracheal and vascular smooth muscle tissue in vitro .
storageDesiccate at -20°C
References[1] S S RASHATWAR  T M L  T L Cornwell. Effects of 8-bromo-cGMP on Ca2+ levels in vascular smooth muscle cells: possible regulation of Ca2+-ATPase by cGMP-dependent protein kinase.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1987, 84 16: 5685-5689. DOI: 10.1073/pnas.84.16.5685
[2] J CHOI  J M F. Effects of 8-bromo-cyclic GMP on membrane potential of single swine tracheal smooth muscle cells.[J]. Journal of Pharmacology and Experimental Therapeutics, 1998, 285 2: 588-594.
8-BROMOGUANOSINE 3',5'-(CYCLIC) MONOPHOSPHATESODIUM SALT N-HYDRATE Preparation Products And Raw materials
Tag:8-BROMOGUANOSINE 3',5'-(CYCLIC) MONOPHOSPHATESODIUM SALT N-HYDRATE(51116-01-9) Related Product Information
Guanosine 5'-monophosphate disodium salt Guanosine ADP 2-BROMO-4-METHYL-1H-IMIDAZOLE 2-BROMO-1-ETHOXYMETHYLIMIDAZOLE 8-BROMO-2'-DEOXYGUANOSINE GUANOSINE 3':5'-CYCLIC MONOPHOSPHATE SODIUM SALT 8-Bromoguanosine 2-Bromo-1-methyl-1H-imidazole 2-BROMO-1,4-DIMETHYL-1H-IMIDAZOLE 8-BR-CGMP 8-BR-PET-CGMP SODIUM SALT INOSINE-3',5'-CYCLIC PHOSPHATE 8-BROMOGUANINE 8-BROMOGUANOSINE 3',5'-(CYCLIC) MONOPHOSPHATESODIUM SALT N-HYDRATE 8-BROMOHYPOXANTHINE 2'-DCGMP SODIUM SALT 9-((2-hydroxy-1,3,2-dioxaphosphorinan-5-yl)oxymethyl)guanine P-oxide