Cyclic di-IMP (sodium salt)

Cyclic di-IMP (sodium salt) (c-di-IMP) is a synthetic second messenger structurally related to the bacterial second messengers cyclic di-GMP (Cay-17144) and cyclic di-AMP (Cay-17753). C-di-IMP has adjuvant properties when co-administered with antigens in vitro and by mucosal routes in vivo. C-di-IMP enriches the population of MHC class I and II, CD80, CD86, CD40, and CD54 positive dendritic cells derived from murine bone marrow. It also stimulates macrophages at 500 ng/ml. Mice immunized with beta-galactosidase (beta-gal) plus c-di-IMP through the intranasal route show a humoral immune response, evidenced by an increase in IgG titers up to 2-fold compared to mice immunized with beta-gal alone. Mice immunized with beta-gal plus c-di-IMP also exhibit a Th1/Th2 response, indicating that the adjuvant activity of c-di-IMP leads to a cellular immune response as well.Formal Name: inosinylyl-(3' -> 5')-3'-inosinic acid, cyclic nucleotide, disodium salt. Synonyms: c-di-IMP, Cyclic di-inosine monophosphate. Molecular Formula: C20H20N8O14P2 . 2Na. Formula Weight: 704.3. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: Water: 50 mg/ml. lambdamax: 249 nm. SMILES: [H][C@@]([C@@]1([H])CO2)([C@@H](O)[C@H](N3C=NC4=C3N=CNC4=O)O1)OP(OC[C@]5([H])[C@@]([C@@H](O)[C@H](N6C(N=CNC7=O)=C7N=C6)O5)([H])OP2([O-])=O)([O-])=O.[Na+].[Na+]. InChi Code: InChI=1S/C20H22N8O14P2.2Na/c29-11-13-7(39-19(11)27-5-25-9-15(27)21-3-23-17(9)31)1-37-43(33,34)42-14-8(2-38-44(35,36)41-13)40-20(12(14)30)28-6-26-10-16(28)22-4-24-18(10)32,,/h3-8,11-14,19-20,29-30H,1-2H2,(H,33,34)(H,35,36)(H,21,23,31)(H,22,24,32),,/q,2*+1/p-2/t7-,8-,11-,12-,13-,14-,19-,20-,,/m1../s1. InChi Key: JBHJGFWGJASJST-VEQUCWRQSA-L.