Adenosine-3’,5’-cyclic Monophosphate

• CAT Number: R055309
• CAS Number: 60-92-4
• Molecular Formula: C10H12N5O6P
• Molecular Weight: 329.209
• Purity: ≥95%
• Synonyms: Adenosine 3’,5’-Cyclic Phosphate; 3’,5’-AMP; 45: PN: US20030109453 SEQID: 44 Claimed sequence; AMPc; Adenosine 3’,5’-Cyclophosphate; Adenosine 3’,5’-Monophosphate; Adenosine 3’,5’-Phosphate; Adenosine Cyclic 3’,5’-Monophosphate; Adenosine Cyclic Mono
• Target: Endogenous Metabolite
• Storage: -20°C
• IUPAC Name: (4aR,6R,7R,7aS)-6-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
• InChI: InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
• InChIKey: IVOMOUWHDPKRLL-KQYNXXCUSA-N
• SMILES: C1C2C(C(C(O2)N3C=NC4=C3N=CN=C4N)O)OP(=O)(O1)O

Cyclic AMP (cAMP) is a central second messenger in cell signaling, propagating signals from receptors to downstream pathways. It is generated from ATP by several adenylate cyclase enzymes, which are modulated by G protein-coupled receptors. cAMP activates protein kinase A and the exchange proteins activated by cAMP (Epac1 and Epac2), which are nucleotide exchange factors for the Rap family of GTPases. cAMP is degraded to AMP by cyclic nucleotide phosphodiesterases.