Other Biochemicals - 3',3'-cGAMP (CAS: 849214-04-6)

3',3'-cGAMP (CAS: 849214-04-6)

Catalog #：EBC51053

Biological Activity

Synonyms

Salt sodium GpAp-c，Cyclic GMP-AMP

Chemical Name

N-hydroxy-5-[3-[(phenylsulfonyl)amino]phenyl]-2E-penten-4-ynamide

Application

cGAMP is an endogenous second messenger in metazoans and triggers interferon production in response to cytosolic DNA. It also is a STING ligand.

CAS Number

849214-04-6

Purity

≥99.0%

Molecular Weight

674.41

Molecular Formula

C₂₀H₂₄N₁₀O₁₃P₂

SMILES

C1[C@H]2[C@H]([C@@H]([C@@H](O2)N3C=NC4=C3NC(=NC4=O)N)O)OP(=O)(OC[C@H]5[C@H]([C@@H]([C@@H](O5)N6C=NC7=C6N=CN=C7N)O)OP(=O)(O1)O)O

Shipping

Gel Pack

Storage

Store at -20°C

Preparing Stock Solutions

Molecular Structure

ConcentrationSolventMass	1 mg	5 mg	10 mg
1 mM	1.4828 ml	7.4139 ml	14.8277 ml
5 mM	0.2966 ml	1.4828 ml	2.9655 ml
10 mM	0.1483 ml	0.7414 ml	1.4828 ml
50 mM	0.0297 ml	0.1483 ml	0.2966 ml

Solubility
H2O: 20 mg/mL (29.66 mM)

Product Description

3',3'-cGAMP is a cyclic di-nucleotide produced by bacteria. 3',3'-cGAMP is also referred to as "canonical" cGAMP due the presence of the classical 3'-5' phosphodiester linkages between the guanosine and the adenosine.Recently, 3',3'-cGAMP was reported to bind STING (stimulator of IFN genes) and subsequently induce TBK1-IRF3-dependent production of IFN-β. Studies in bacteria revealed that 3',3'-cGAMP serves as a second messenger and plays a role in bacterial chemotaxis and colonization.Structural and functional studies revealed that the canonical 3',3'-cGAMP produced by bacteria is distinct from the noncanonical 2',3'-cGAMP produced by mammalian cGAS. Certain variants of STING are able to distinguish between canonical and noncanonical cGAMP.