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1465774-27-9

1465774-27-9 Structure

1465774-27-9 Structure
IdentificationBack Directory
[Name]

2'2'-cGAMP
[CAS]

1465774-27-9
[Synonyms]

2'2'-cGAMP
2’2’-cGAMP (sodium salt)
[Molecular Formula]

C20H24N10O13P2
[MOL File]

1465774-27-9.mol
[Molecular Weight]

674.411
Chemical PropertiesBack Directory
[Boiling point ]

1159.9±75.0 °C(Predicted)
[density ]

2.61±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

Water: soluble
[form ]

A crystalline solid
[pka]

0.88±0.70(Predicted)
Hazard InformationBack Directory
[Description]

2’2’-cGAMP is a synthetic dinucleotide (CDN) that contains non-canonical 2''5''-phosphodiester bonds. It binds to the adapter protein stimulator of interferon genes (STING; Item Nos. 22816 | 22815), which is a component of the innate immune response that activates the type I interferon pathway when bound to cyclic dinucleotides. 2’2-cGAMP shows weaker binding to STING than 2’3’-cGAMP (; Kd = 287 and 3.79 nM, respectively) but binds more strongly than 3’3’-cGAMP , cyclic di-GMP , or 3’2’-cGAMP, which bind in the micromolar range (Kds = 1.04, 1.21, or 1.61 μM, respectively). Despite weaker binding, 2’2’-cGAMP induces IFN-β production in the same concentration range as 2’3’-cGAMP (EC50s = 15.8 and 19.4 nM, respectively, in L929 cells).
[Uses]

2'2'-cGAMP, a synthetic CDN, binds STING in the immune response, inducing IFN-β. 2'2'-cGAMP binds weaker binding to STING than 2'3'-cGAMP (HY-100564) but stronger than other CDNs[1].
[storage]

Store at -20°C
[References]

[1] Zhang X, et al. Cyclic GMP-AMP containing mixed phosphodiester linkages is an endogenous high-affinity ligand for STING. Mol Cell. 2013;51(2):226-235. DOI:10.1016/j.molcel.2013.05.022
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