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: 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
• used to treat choriocarcinoma BeWo cell line and study its effect on cell viability, apoptosis and morphological changes in the nuclei
• in superfusion medium for head kidneys stimulation

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.

Features and Benefits

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Other Notes

Membrane-permeable cAMP analog.

Caution

Sensitive to light and moisture.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves