cGAMP . disodium salt

CHF 110.00
In stock
AG-CR1-3588-C100100 µgCHF 110.00
AG-CR1-3588-C500500 µgCHF 330.00
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Product Details
Synonyms cyclic (Adenosine monophosphate-guanosine monophosphate); cyclic GMP-AMP; c-(GpAp); c-(ApGp); 3',3'-cGAMP
Product Type Chemical
Properties
Formula

C20H24N10O13P2 . 2Na

MW 674.4 . 46.0
CAS 849214-04-6 (free acid)
Source/Host Chemicals Synthetic.
Purity Chemicals ≥98% (HPLC)
Appearance Crystalline solid.
Solubility Soluble in water.
Reconstitution Use sterile, endotoxin-free water (Prod. No. IAX-900-002).
Identity Determined by ESI-MS, UV/Vis
InChi Key MFPHQIYDBUVTRL-HBMYJXICSA-L
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
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice After reconstitution, prepare aliquots and store at -20°C.
Avoid freeze/thaw cycles.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Working aliquots are stable for up to 6 months when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
  • 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-β [3-6].
  • First cyclic nucleotide in metazoa [4].
  • Plays a role in bacterial chemotaxis and colonization [1].
Product References
  1. Coordinated regulation of accessory genetic elements produces cyclic di-nucleotides for V. cholerae virulence: B.W. Davies, et al.; Cell 149, 358 (2012)
  2. Cyclic GMP-AMP is an endogenous second messenger in innate immune signaling by cytosolic DNA: J. Wu, et al.; Science 339, 826 (2013)
  3. Cyclic GMP-AMP synthase is a cytosolic DNA sensor that activates the type I interferon pathway: L. Sun, et al.; Science 339, 786 (2013)
  4. 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)
  5. 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)
  6. cGAS produces a 2'-5'-linked cyclic dinucleotide second messenger that activates STING: A. Ablasser, et al.; Nature 498, 380 (2013)
  7. Structural mechanism of cytosolic DNA sensing by cGAS: F. Civril, et al.; Nature 498, 332 (2013)
  8. Cyclic GMP-AMP Containing Mixed Phosphodiester Linkages Is An Endogenous High-Affinity Ligand for STING: X. Zhang, et al.; Mol. Cell 51, 226 (2013)
  9. The cGAS-STING Pathway for DNA Sensing: T.S. Xiao & K.A. Fitzgerald; Mol. Cell 51, 135 (2013)
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