B7880

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

≥97% (HPLC), powder

• Synonym(s): 8-Br-cAMP
• Empirical Formula (Hill Notation): C₁₀H₁₀BrN₅NaO₆P
• CAS Number: 76939-46-3
• Molecular Weight: 430.08
• Beilstein/REAXYS Number: 7739743
• MDL number: MFCD00005844
• UNSPSC Code: 41106305
• PubChem Substance ID: 24278020
• NACRES: NA.77

Properties

• Quality Level: 200
• assay: ≥97% (HPLC)
• form: powder
• color: off-white
• solubility: H₂O: 100 mg/mL
• Storage temp.: −20°C
• SMILES string: [Na+].Nc1ncnc2n([C@@H]3O[C@@H]4COP([O-])(=O)O[C@H]4[C@H]3O)c(Br)nc12
• InChI: 1S/C10H11BrN5O6P.Na/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);/q;+1/p-1/t3-,5-,6-,9-;/m1./s1
• InChI key: DMRMZQATXPQOTP-GWTDSMLYSA-M

Description

General description

8-Bromoadenosine 3′:5′-cyclic monophosphate is a brominated cyclic mononucleotide.

Application

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

• to study its effect on fas and caspase-3 mRNA expression and on P4 production in bovine mid luteal cell culture[1]
• used to treat choriocarcinoma BeWo cell line and study its effect on cell viability, apoptosis and morphological changes in the nuclei[2]
• in superfusion medium for head kidneys stimulation[3]

Biochem/physiol Actions

Cell-permeable cAMP analog having greater resistance to hydrolysis by phosphodiesterases than cAMP. Activates protein kinase A, inhibits growth, decreases proliferation, increases differentiation, and induces apoptosis of cultured cells.

Cell-permeable cAMP analog with greater resistance to hydrolysis by phosphodiesterases than cAMP.

Features and Benefits

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.

Other Notes

Membrane-permeable cAMP analog.

Caution

Sensitive to light and moisture.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)