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.
- 1. Yi Xiong, Jiawen Chen, et al. "Dimethyl fumarate alleviate hepatic ischemia–reperfusion injury through suppressing cGAS‐STING signaling." MedComm (2020). 2025 Jan 28;6(2):e70077 PMID: 39877286
- 2. Huanling Zhang, Zining Wang, et al. "Endothelial STING-JAK1 interaction promotes tumor vasculature normalization and antitumor immunity." J Clin Invest. 2025 Jan 16;135(2):e180622 PMID: 39817453
- 3. Zhaofei Guo, Chenqi Guo, et al. "Antigens and adjuvants co-stabilized Pickering emulsions amplify immune responses of subunit vaccines." J Control Release. 2025 Jan 9:379:177-190 PMID: 39788375
- 4. Yu Deng, Quentin Hahn, et al. "2′ 3′-cGAMP interactome identifies 2′ 3′-cGAMP/Rab18/FosB signaling in cell migration control independent of innate immunity" Sci Adv. 2024 Oct 18;10(42):eado7024. PMID: 39413198
- 5. Sherin George Shaji, Pratikkumar Patel, et al. "Delivery of a STING Agonist Using Lipid Nanoparticles Inhibits Pancreatic Cancer Growth." International Journal of Nanomedicine Volume 19, 2024 - Issue.
- 6. Ying Luo, Mengda Niu, et al. "Oncoproteins E6 and E7 upregulate topoisomerase I to activate the cGAS-PD-L1 pathway in cervical cancer development." Front Pharmacol. 2024 Aug 2:15:1450875. PMID: 39156107
- 7. Pengfei Yuan, Xiaodie Yan, et al. "Modulating Elasticity of Liposome for Enhanced Cancer Immunotherapy." ACS Nano. 2024 Aug 14. PMID: 39140567
- 8. Bingbing Li, Lixia Xu, et al. "Neutrophil Extracellular Traps Regulate Surgical Brain Injury by Activating the cGAS-STING Pathway." Cell Mol Neurobiol. 2024 Apr 18;44(1):36. PMID: 38637346
- 9. Yu An, Jinchao Zhu, et al. "Tumor Exosomal ENPP1 Hydrolyzes cGAMP to Inhibit cGAS‐STING Signaling." Adv Sci (Weinh). 2024 May;11(20):e2308131. PMID: 38498770
- 10. Cunpeng Nie, Tianran Ma, et al. "A STING agonist-loaded bispecific nanobioconjugate modulates macrophage immune responses to enhance antitumor immunotherapy." Chemical Engineering Journal Volume 485, 1 April 2024, 149901.
- 11. Sun-Hyok Kong, Lie Ma, et al. "Inhibition of EZH2 alleviates SAHA-induced senescence-associated secretion phenotype in small cell lung cancer cells." Cell Death Discov. 2023 Aug 5;9(1):289. PMID: 37543653
- 12. Yixin Wang, Zhaoting Li, et al. "Nano-STING agonist-decorated microrobots boost innate and adaptive anti-tumor immunity." Research Article. 31 May 2023 Volume 16, pages 9848–9858, (2023)
- 13. Shengwen Chen, Qian Liu, et al. "The role of REC8 in the innate immune response to viral infection." J Virol. 2022 Mar 23;96(6):e0217521. PMID: 35107381
- 14. Xiaojun Chen, Wenxin He, et al. "STING inhibition accelerates the bone healing process while enhancing type H vessel formation." FASEB J. 2021 Nov;35(11):e21964. PMID: 34694030
- 15. Yongsheng Yu, Huan Guo, et al. "Cyclic GMP-AMP promotes the acute phase response and protects against Escherichia coli infection in mice." Biochem Pharmacol. 2021 Jun;188:114541. PMID:33812857
| 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 |
| SDF | Download SDF |
| 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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