2'3'-cGAMP (sodium salt)
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.
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| Physical Appearance | A solid |
| Storage | Store at -20°C |
| M.Wt | 718.37 |
| Cas No. | 1441190-66-4 |
| Formula | C20H22N10Na2O13P2 |
| Synonyms | Guanosine-Adenosine 2',3'-cyclic monophosphate,2'-3'-Cyclic GMP-AMP |
| Solubility | insoluble in EtOH; insoluble in DMSO; ≥7.56 mg/mL in H2O |
| Chemical Name | adenylyl-(3'→5')-2'-guanylic acid, cyclic nucleotide, disodium salt |
| Canonical SMILES | 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+] |
| Shipping Condition | Small 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. |
Quality Control & MSDS
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Chemical structure

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