Cyclic di-GMP

• CAT Number: R065456
• CAS Number: 61093-23-0
• Molecular Formula: C20H24N10O14P2
• Molecular Weight: 690.4
• Purity: ≥95%
• Storage: -20°C
• InChI: InChI=1S/C20H24N10O14P2/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,
• InChIKey: PKFDLKSEZWEFGL-MHARETSRSA-N
• 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

Cyclic di-GMP (c-di-GMP) is an important second messenger in bacteria. It is involved in diverse prokaryotic processes, including biofilm formation, motility, virulence, and cell cycling. c-di-GMP also has functions in eukaryotic cells. For example, it is detected by the transmembrane protein stimulator of interferon genes (STING), leading to activation of the innate immune system.

Reference

1.Römling, U.,Galperin, M.Y., and Gomelsky, M. Cyclic di-GMP: The first 25 years of a universal bacterial second messenger. Microbiology and Molecular Biology Reviews 77(1), 1-52 (2013).