B1381

8-Bromoguanosine 3′,5′-cyclic monophosphate sodium salt

≥98% (HPLC), powder

• Synonim(y): 8-Br-cGMP, 8-Bromo-cyclic GMP
• Wzór empiryczny (zapis Hilla): C₁₀H₁₀BrN₅NaO₇P
• Numer CAS: 51116-01-9
• Masa cząsteczkowa: 446.08
• Numer WE: 256-993-8
• Numer MDL: MFCD00070128
• Kod UNSPSC: 41106305
• Identyfikator substancji w PubChem: 24278021
• NACRES: NA.77

Właściwości

• Próba: ≥98% (HPLC)
• Formularz: powder
• rozpuszczalność: H₂O: 50 mg/mL
• temp. przechowywania: −20°C
• ciąg 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
• InChI: 1S/C10H11BrN5O7P.Na/c11-9-13-3-6(14-10(12)15-7(3)18)16(9)8-4(17)5-2(22-8)1-21-24(19,20)23-5;/h2,4-5,8,17H,1H2,(H,19,20)(H3,12,14,15,18);/q;+1/p-1/t2-,4-,5-,8-;/m1./s1
• Klucz InChI: ZJRFCXHKYQVNFK-YEOHUATISA-M

Opis

Opis ogólny

8-Bromoguanosine 3′,5′-cyclic monophosphate is a cell-permeable cGMP analog of cyclic guanosine 3′:5′-monophosphate (cGMP). It is a lipid-soluble analog used in cGMP based contraction studies in cardiomyocytes.

Zastosowanie

8-Bromoguanosine 3′,5′-cyclic monophosphate sodium salt has been used:

• as a cyclic guanosine 3′:5′-monophosphate (cGMP) agonist in the collapse assay in retinal ganglion axons(10)
• as a component of reaction buffer in in vitro kinase activity assay of recombinant protein kinase (PKG)(11)
• as a cyclic nucleotide analog for the induction of cyclic nucleotide-gated channel (CNGA and CNGC) expression in human embryonic kidney cells(12)

Działania biochem./fizjol.

8-Bromoguanosine 3′,5′-cyclic monophosphate has greater resistance to hydrolysis by phosphodiesterases than cGMP. Activates cGMP-dependent protein kinase. It slows or inhibits the intracellular calcium oscillations of tracheal smooth muscle cells in response to acetylcholine. 8-Bromoguanosine 3′,5′-cyclic monophosphate sodium salt mimics the effect of nitric oxide generating drugs. It modulates circadian rhythms and increases optic nerve impulses. In the eye 8-Bromoguanosine 3′,5′-cyclic monophosphate may favour transduction of non-R-type photoreceptors.

Cell-permeable cGMP analog having greater resistance to hydrolysis by phosphodiesterases than cGMP. Activates cGMP-dependent protein kinase. Slows or inhibits the intracellular calcium oscillations of tracheal smooth muscle cells in response to acetylcholine. Reported to mimic the effect of nitric oxide generating drugs.

Cechy i korzyści

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

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.

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Informacja o środkach bezpieczeństwa

• Kod klasy składowania: 11 - Combustible Solids
• Klasa zagrożenia wodnego (WGK): WGK 3
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable
• Środki ochrony indywidualnej: Eyeshields, Gloves, type N95 (US)