8-bromo Cyclic AMP (sodium salt)

8-bromo Cyclic AMP is an activator of protein kinase A (PKA) with a half-maximal activation (Ka) value of 0.05 µM. It is selective for PKA over cGMP-dependent protein kinase (PKG, Ka = 5.8 µM) and is more resistant to hydrolysis by phosphodiesterases (PDEs) compared with cAMP (Cay-18820). 8-bromo Cyclic AMP inhibits the proliferation of HL-60 leukemia cells (IC50 = 18 µM after six days). It induces relaxation of isolated rabbit carotid or renal arterial rings precontracted with phenylephrine when used at concentrations ranging from 10 to 300 µM. Intradermal administration of 8-bromo cyclic AMP (10 nmol/site) prevents scratching and increases in cutaneous leukotriene B4 (LTB4) production induced by the proteinase-activated receptor 2 (PAR2) agonist SLIGRL-NH2 (Cay-16723) in mice.Formal Name: 8-bromo-cyclic 3',5'-(hydrogen phosphate)-adenosine, monosodium salt. CAS Number: 76939-46-3. Synonyms: 8-Bromoadenosine 3',5'-cyclic monophosphate, 8-bromo cAMP. Molecular Formula: C10H10BrN5O6P . Na. Formula Weight: 430.1. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: Water: 25 mg/ml. lambdamax: 265 nm. SMILES: O[C@H]1[C@H](N2C(Br)=NC3=C2N=CN=C3N)O[C@H]4[C@H]1OP(OC4)([O-])=O.[Na+]. InChi Code: 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.