3'3'-cGAMP (sodium salt)

3'3'-cGAMP is a second messenger produced in bacteria by specific dinucleotide cyclases. It contains canonical 3'5'-phosphodiester bonds and regulates chemotaxis, colonization, and other cellular functions. 3'3'-cGAMP shows weaker binding to the adapter protein stimulator of interferon genes (STING, Kd = 1.04 µM) than 2'2'-cGAMP (Cay-22419, Kd = 287 nM) and 2'3'-cGAMP (Cay-19887, Kd = 3.79 nM) but has similar binding affinity to 3'2'-cGAMP (Kd = 1.61 µM) and cyclic di-GMP (Cay-17144, Kd = 1.21 µM). 3'3'-cGAMP induces IFN-beta mRNA expression in L929 cells (EC50 = 40.5 nM).Formal Name: adenylyl-(3'->5')-3'-guanylic acid, cyclic nucleotide, disodium salt. CAS Number: 2407516-83-8. Synonyms: Adenosine-Guanosine 3',3'-cyclic monophosphate, 3',3'-Cyclic GMP-AMP, c-GpAp. Molecular Formula: C20H22N10O13P2 . 2Na. Formula Weight: 718.4. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: Water: 10 mM. SMILES: O=C1NC(N)=NC2=C1N=CN2[C@@H]([C@@H]3O)O[C@@]([H])([C@]3(OP([O-])(OC[C@]([H])([C@]4(O5)[H])O[C@H]([C@@H]4O)N6C7=NC=NC(N)=C7N=C6)=O)[H])COP5([O-])=O.[Na+].[Na+]. InChi Code: InChI=1S/C20H24N10O13P2.2Na/c21-14-8-15(24-3-23-14)29(4-25-8)18-10(31)12-6(40-18)1-38-45(36,37)43-13-7(2-39-44(34,35)42-12)41-19(11(13)32)30-5-26-9-16(30)27-20(22)28-17(9)33,,/h3-7,10-13,18-19,31-32H,1-2H2,(H,34,35)(H,36,37)(H2,21,23,24)(H3,22,27,28,33),,/q,2*+1/p-2/t6-,7-,10-,11-,12-,13-,18-,19-,,/m1../s1. InChi Key: MFPHQIYDBUVTRL-DQNSRKNCSA-L.