Chemical Structure
cGAMP . disodium salt [849214-04-6]
AG-CR1-3588
Estimated Purity>98%
Product group Chemicals
Molecular Weight674.4 . 46.0
Overview
- SupplierAdipoGen Life Sciences
- Product NamecGAMP . disodium salt [849214-04-6]
- Delivery Days Customer10
- CertificationResearch Use Only
- Estimated Purity>98%
- Hazard InformationNon-hazardous
- Molecular FormulaC20H24N10O13P2 . 2Na
- Molecular Weight674.4 . 46.0
- Scientific DescriptionChemical. CAS: 849214-04-6 (free acid). Formula: C20H24N10O13P2 . 2Na. MW: 674.4 . 46.0. Synthetic. Potent STING ligand. Second messenger in human and mouse cells that triggers interferon production in response to cytosolic DNA. Binding to STING leads to activation of IRF3 (IFN regulatory factor 3) and the induction of interferon-beta. First cyclic nucleotide in metazoa. Plays a role in bacterial chemotaxis and colonization. - Potent STING ligand [2-8]. Second messenger in human and mouse cells that triggers interferon production in response to cytosolic DNA [2-4]. Binding to STING leads to activation of IRF3 (IFN regulatory factor 3) and the induction of interferon-beta [3-6]. First cyclic nucleotide in metazoa [4]. Plays a role in bacterial chemotaxis and colonization [1].
- SMILES[Na+].[Na+].NC1=NC2=C(N=CN2C2O[C@H]3CO[P@@]([O-])(=O)OC4C(COP([O-])(=O)OC3C2O)O[C@@H](C4O)N2C=NC3=C(N)N=CN=C23)C(=O)N1
- Storage Instruction2°C to 8°C,-20°C
- UNSPSC12352200
References
- Coordinated regulation of accessory genetic elements produces cyclic di-nucleotides for V. cholerae virulence: B.W. Davies, et al.; Cell 149, 358 (2012)
- Cyclic GMP-AMP is an endogenous second messenger in innate immune signaling by cytosolic DNA: J. Wu, et al.; Science 339, 826 (2013)
- Cyclic GMP-AMP synthase is a cytosolic DNA sensor that activates the type I interferon pathway: L. Sun, et al.; Science 339, 786 (2013)
- Cyclic [G(2',5')pA(3',5')p] is the metazoan second messenger produced by DNA-activated cyclic GMP-AMP synthase: P. Gao, et al.; Cell 153, 1094 (2013)
- The innate immune DNA sensor cGAS produces a noncanonical cyclic dinucleotide that activates human STING: E.J. Diner, et al.; Cell Rep. 3, 1355 (2013)
- cGAS produces a 2'-5'-linked cyclic dinucleotide second messenger that activates STING: A. Ablasser, et al.; Nature 498, 380 (2013)
- Structural mechanism of cytosolic DNA sensing by cGAS: F. Civril, et al.; Nature 498, 332 (2013)
- Cyclic GMP-AMP Containing Mixed Phosphodiester Linkages Is An Endogenous High-Affinity Ligand for STING: X. Zhang, et al.; Mol. Cell 51, 226 (2013)
- The cGAS-STING Pathway for DNA Sensing: T.S. Xiao & K.A. Fitzgerald; Mol. Cell 51, 135 (2013)