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CAS 23567-96-6

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8-bromoadenosine 5'-monophosphate*free acid

Description:
8-Bromoadenosine 5'-monophosphate (8-Br-AMP) is a modified nucleotide that serves as an important biochemical tool in research, particularly in studies involving signal transduction and cellular processes. It is characterized by the presence of a bromine atom at the 8-position of the adenine base, which alters its biological activity compared to adenosine monophosphate (AMP). This modification can influence the binding affinity to various receptors and enzymes, making it useful in pharmacological studies. The compound exists as a free acid, which means it can participate in acid-base reactions and may exhibit different solubility properties compared to its salt forms. 8-Br-AMP is often utilized in experiments to mimic the action of cyclic AMP (cAMP) or to investigate the role of adenosine derivatives in cellular signaling pathways. Its CAS number, 23567-96-6, is a unique identifier that facilitates its identification in chemical databases and literature. Overall, 8-bromoadenosine 5'-monophosphate is a valuable compound in biochemistry and molecular biology research.
Formula:C10H11BrN5O7P
InChI:InChI=1/C10H13BrN5O7P/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-6(18)5(17)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,17-18H,1H2,(H2,12,13,14)(H2,19,20,21)/p-2/t3-,5-,6-,9-/m1/s1
SMILES:C([C@@H]1[C@H]([C@H]([C@H](n2c3c(c(N)ncn3)nc2Br)O1)O)O)OP(=O)([O-])[O-]
Synonyms:
  • Adenosine, 8-bromo-, 5'-(dihydrogen phosphate)
  • 8-Bromoadenosine 3',5'-cyclic monophosphate
  • 8-Bromoadenosine 5'-(dihydrogen phosphate)
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