Cyclic di-GMP (sodium salt)

Cyclic di-GMP is a second messenger in bacteria involved in diverse prokaryotic processes, including biofilm formation, motility, virulence, and cell cycling. In eukaryotic cells, cyclic di-GMP is detected by and binds to the transmembrane protein stimulator of interferon genes (STING, Kd = 1.21 µM), leading to activation of the innate immune system. It has been used at a preset molar ratio with STING dimers in binding assays to determine the binding constants of particularly tight binding partners, such as 2'3'-cGAMP. Cyclic di-GMP induces IFN-beta mRNA expression in vitro (EC50 = 537.8 nM) but less potently than 2'3'-cGAMP (Cay-19887), 3'2'-cGAMP, 3'3'-cGAMP (Cay-17966), and 2'2'-cGAMP (Cay-22419).Formal Name: guanylyl-(3'->5')-3'-guanylic acid, cyclic nucleotide, disodium salt. CAS Number: 2222132-40-1. Synonyms: c-di-GMP, Cyclic diguanylate, 3',5'-Cyclic diguanylic acid. Molecular Formula: C20H22N10O14P2 . 2Na. Formula Weight: 734.4. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: Water: 1 mg/ml. lambdamax: 245 nm. 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)N6C(N=C(N7)N)=C(N=C6)C7=O)=O)[H])COP5([O-])=O.[Na+].[Na+]. InChi Code: InChI=1S/C20H24N10O14P2.2Na/c21-19-25-13-7(15(33)27-19)23-3-29(13)17-9(31)11-5(41-17)1-39-45(35,36)44-12-6(2-40-46(37,38)43-11)42-18(10(12)32)30-4-24-8-14(30)26-20(22)28-16(8)34,,/h3-6,9-12,17-18,31-32H,1-2H2,(H,35,36)(H,37,38)(H3,21,25,27,33)(H3,22,26,28,34),,/q,2*+1/p-2/t5-,6-,9-,10-,11-,12-,17-,18-,,/m1../s1. InChi Key: SVIXOIGPVFFABR-XDODWTFASA-L.