2′,3′-cGAMP sodium salt
SIGMA/SML1229 - ≥98% (HPLC)
Synonym: 2′,5′-3′,5′-cGAMP; Cyclic [G(2′,5′)pA(3′,5′)p]; cGAMP(2′-5′); c[G(2′,5′)pA(3′,5′)p] sodium salt
CAS Number: 1441190-66-4 (free acid)
Empirical Formula (Hill Notation): C20H24N10O13P2 · xNa+
Molecular Weight: 674.41 (free acid basis)
Linear Formula: C20H24N10O13P2 · xNa+
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: SML1229-.5UMO
| assay | ≥98% (HPLC) |
| color | white to beige |
| description | contains 0.5μmol of powder (approx. 0.335mg) |
| form | powder |
| InChI | 1S/C20H24N10O13P2/c21-14- |
| InChI key | XRILCFTWUCUKJR-INFSMZHSSA |
| Quality Level | 100  |
| SMILES string | O=C1N=C(N)NC2=C1N=CN2[C@H |
| storage temp. | −20°C |
| Application: | 2′,3′-cGAMP sodium salt has been used to identify small compounds capable of binding human stimulator of interferon genes (STING). It is also used to study type I interferon response to cytosolic DNA. |
| Biochem/physiol Actions: | 2′,3′-cGAMP (cyclic [G(2’,5’)pA(3’,5’)p]) is the natural agonist for the STING (STimulator of INterferon Genes) pathway, discovered to be a pathway for antiviral innate immunity. 2’3’-cGAMP is a second messenger produced in mammalian cells by the cytosolic DNA sensor cGAS (cGAMP synthase) to activate innate immune responses by binding to STING and initiating an interferon response. The affinity of 2′3′-cGAMP for human STING is much higher than that of the bacterial 3′3′-cyclic dinucleotides (CDNs), with a Kd of 4.59 nM compared to >1 μM for bacterial 3′3′-CDNs. |
| Biochem/physiol Actions: | 2′,3′-cGAMP is the natural agonist for the hSTING; second messenger cyclic dinucleotide. |
| Preparation Note: | 2′,3′-cGAMP is soluble in water and aqueous buffers (>> 5 mM, limits have not been determined). |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (HPLC) |
| Storage Temp. | −20°C |
| UNSPSC | 51111800 |