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c[A(2',5')pG(2',5')p] / 2'2'-cGAMP

Cyclic (adenosine- (2' −> 5')- monophosphate- guanosine- (2' −> 5')- monophosphate) ( c[A(2',5')pG(2',5')p] / 2'2'-cGAMP / 2',5'-2',5'-cGAMP ), sodium salt
Cat. No.: C 210
    
CAS No.: [1465774-27-9]
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Product Name Price (net) Qty
Cat. No.: C 210-005
Unit: 0.5 µmol / ~337 µg
$177.00

c[A(2',5')pG(2',5')p] is a cyclic dinucleotide structurally related to the metazoan second messenger and STING activator c[G(2',5')pA(3',5')p] (2'3'-cGAMP, Cat. No. C 161). Similar to natural c[G(2',5')pA(3',5')p], c[A(2',5')pG(2',5')p] binds the signalling protein STING and subsequently induces type I interferons. Detailed technical information available. References: Gao et al., Cell, 154, 748 - 762 (2013); Zhang et al., Mol. Cell, 51, 226 - 235 (2013).

Cat. No. C 210
CAS number [1465774-27-9]
Purity > 98% HPLC
Salt form Sodium
Storage temperature -20°C / -4°F
Molecular formula C₂₀H₂₄N₁₀O₁₃P₂ (free acid)
Molecular weight [g/mol] 674.4 (free acid)
Absorption max [nm] 256
Molar extinction coefficient ε [L·mol⁻¹·cm⁻¹] 25050
  • 1. Shi H., Wu J., Chen Z. J.Chen C., Proc. Natl. Acad. Sci. USA, 112, 8947 - 8952 (2015), "Molecular Basis for the Specific Recognition of the Metazoan Cyclic GMP-AMP by the Innate Immune Adaptor Protein STING"
  • 2. Gao J., Tao J., Liang W., Zhao M., Du X., Cui S., Duan H., Kan B., Su X.Jiang Z., Cell Res., 25, 539 - 550 (2015), "Identification and Characterization of Phosphodiesterases that Specifically Degrade 3'3'-cyclic GMP-AMP"
  • 3. Zhang X., Shi H., Wu J., Zhang X. W., Sun L., Chen C.Chen Z. J., Mol. Cell, 51, 226 - 235 (2013), "Cyclic GMP-AMP Containing Mixed Phosphodiester Linkages is An Endogenous High-Affinity Ligand for STING"
  • 4. Gao P., Ascano M., Wu Y., Barchet W., Gaffney B. L., Zillinger T., Serganov A. A., Liu Y., Jones R. A., Hartmann G., Tuschl T.Patel D. J., Cell, 153, 1094 - 1107 (2013), "Cyclic [G(2',5')pA(3',5')p] Is the Metazoan Second Messenger Produced by DNA-Activated Cyclic GMP-AMP Synthase"