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2'3'-cGAMP (sodium salt)

Catalog No.
B8362
STING agonist
Grouped product items
SizePriceStock Qty
1mg
$173.00
In stock
5mg
$520.00
In stock
For scientific research use only and should not be used for diagnostic or medical purposes.

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Background

2'3'-cGAMP (sodium salt) (CAS 1441190-66-4) is an endogenous cyclic dinucleotide second messenger produced by mammalian cyclic GMP-AMP synthase (cGAS) upon detection of cytosolic double-stranded DNA. It exerts its biological effect by directly binding and activating the protein STING (stimulator of interferon genes), thus triggering downstream signaling pathways involving TBK1 and IRF3, leading to type I interferon (IFN-β) induction. With a high affinity (Kd = 3.79 nM), superior to other cyclic dinucleotides, it serves as an essential tool for studying STING-mediated innate immune response and screening STING-targeted compounds.

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.

Product Citation

Chemical Properties

Physical AppearanceA solid
StorageStore at -20°C
M.Wt718.37
Cas No.1441190-66-4
FormulaC20H22N10Na2O13P2
SynonymsGuanosine-Adenosine 2',3'-cyclic monophosphate,2'-3'-Cyclic GMP-AMP
Solubilityinsoluble in EtOH; insoluble in DMSO; ≥7.56 mg/mL in H2O
Chemical Nameadenylyl-(3'→5')-2'-guanylic acid, cyclic nucleotide, disodium salt
SDFDownload SDF
Canonical SMILESO=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+]
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

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