B5386

8-Bromoadenosine 3′,5′-cyclic monophosphate

≥97% (HPLC), powder, protein kinase A activator

• Synonyme(s) : 8-Br-A-3:5-MP, 8-Br-cAMP, 8-Bromo-cAMP
• Formule empirique (notation de Hill): C₁₀H₁₁BrN₅O₆P
• Numéro CAS: 23583-48-4
• Poids moléculaire : 408.10
• Numéro Beilstein : 591930
• Numéro CE : 245-760-6
• Numéro MDL: MFCD00075580
• Code UNSPSC : 41106305
• ID de substance PubChem : 24891835
• Nomenclature NACRES : NA.77

Propriétés

• product name: 8-Bromoadenosine 3′,5′-cyclic monophosphate, ≥97% (HPLC)
• Pureté: ≥97% (HPLC)
• Forme: powder
• Pf: 254 °C (dec.) (lit.)
• Solubilité: aqueous base: soluble, clear
• Température de stockage: −20°C
• Chaîne SMILES: Nc1ncnc2n([C@@H]3O[C@@H]4COP(O)(=O)O[C@H]4[C@H]3O)c(Br)nc12
• InChI: 1S/C10H11BrN5O6P/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14)/t3-,5-,6-,9-/m1/s1
• Clé InChI: DVKQVRZMKBDMDH-UUOKFMHZSA-N

Description

Application

8-Bromoadenosine 3′,5′-cyclic monophosphate has been used:

• to treat H295R cells as positive controls for CYP19 induction
• as a membrane permeable cAMP analog to study its effect on short-circuit current (I_sc)
• to investigate its potential as an inducer of differentiation in Wharton′s jelly-derived mesenchymal stem cells (WJ-MSCs)

Actions biochimiques/physiologiques

8-Bromoadenosine 3′,5′-cyclic monophosphate is a cell-permeable cAMP analog having greater resistance to hydrolysis by phosphodiesterases than cAMP. 8-Bromoadenosine 3′,5′-cyclic monophosphate activates protein kinase A, inhibits growth, decreases proliferation, increases differentiation, and induces apoptosis of cultured cells.

8-bromo-adenosine 3′,5′-cyclic monophosphate (8-bromo-cAMP), added to hepatocytes during plating helps to increase the acquisition of beta-adrenoceptors.

Caractéristiques et avantages

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.

Autres remarques

8-Bromoadenosine 3′,5′-cyclic monophosphate is a membrane-permeable cAMP analog.

Sensitive to light and moisture

Attention

Sensitive to light and moisture.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)