2'3'-cGAMP (sodium salt)

Catalogue Number: B8362-APE

Manufacturer:Apexbio
Molecular Weight:718.37
Molecular Formula:C20H22N10Na2O13P2
Physical state:A solid
Type:Ligand
Alias:Guanosine-Adenosine 2',3'-cyclic monophosphate,2'-3'-Cyclic GMP-AMP
Shipping Condition:Blue Ice
Unit(s): 1 mg, 5 mg

Description

Description: 2',3'-cGAMP (sodium salt) is a second messenger generated by the enzyme cGAMP synthase (cGAS) in the cytoplasm of mammalian cells, in response to the presence of double-stranded DNA. As a second messenger, 2',3'-cGAMP sodium salt activates innate immune responses via binding of STING (stimulator of IFN genes) and initiates the TBK1-IRF3-dependent production of IFN-β. It is used to identify small compounds that bind to STING. It is also applicable in the research of type I interferon response to cytosolic DNA. The binding affinity of 2',3'-cGAMP to STING is 3.79 nM (Kd value), which is stronger than other cyclic di-nucleotides, e.g. cyclic di-GMP, 3'2'-cGAMP, 3'3'-cGAMP and 2'2'-cGAMP (Kds = 1.21 µM, 1.61 µM, 1.04 µM and 287 nM, respectively). References: Zhang X. et al., 2013. Cyclic GMP-AMP containing mixed phosphdiester linkages is an endogenous high-affinity ligand for STING. Mol Cell.51(2):226-35. Samira Khiar et al., 2017. Identification of a small molecule that primes the type I interferon response to cytosolic DNA. Sci Rep, 7 (1), 2561 Zhong B. et al., 2008. The adaptor protein MITA links virus-sensing receptors to IRF3 transcription factor activation. Immunity. 29(4):538-50.

Additional Text

Storage Note

Store at -20°C

Short Description

STING Ligand

CAS Number

1441190-66-4

Reagent:Smile String

O=P1([O-])O[C@]([C@@H](O)[C@H](N2C=NC3=C2N=CN=C3N)O4)([H])[C@@]4([H])COP(O[C@@]5([H])[C@H](N6C=NC7=C6NC(N)=NC7=O)O[C@]([C@H]5O)([H])CO1)([O-])=O.[Na+].[Na+]