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3'3'-cGAMP

3'3'-cGAMP Unit size Cat. code Docs Qty Price
STING ligand - Cyclic [G(3’,5’)pA(3’,5’)p]
500 µg
1 mg
5x 0.5 mg
tlrl-nacga
+-
$190.00

STING Ligand

3’3’-cGAMP (cyclic [G(3’,5’)pA(3’,5’)p], previously known as cGAMP) is a cyclic di-nucleotide produced by bacteria. 3’3’-cGAMP is also referred to as "canonical" cGAMP due the presence of the classical 3’-5’ phosphodiester linkages between the guanosine and the adenosine.

Recently, 3’3’-cGAMP was reported to bind STING (stimulator of IFN genes) and subsequently induce TBK1-IRF3-dependent production of IFN-β [1]. Studies in bacteria revealed that 3’3’-cGAMP serves as a second messenger and plays a role in bacterial chemotaxis and colonization [2].

Structural and functional studies revealed that the canonical 3’3’-cGAMP produced by bacteria is distinct from the noncanonical 2’3’-cGAMP produced by mammalian cGAS [3]. Certain variants of STING are able to distinguish between canonical and noncanonical cGAMP [4].

3’3’-cGAMP is more potent in activating IRF3 than c-di-IMP, c-di-AMP and c-diGMP, other 3',5' cyclic dinucleotides that also bind to STING [5].

 

1. 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.
2. Davies B. et al., 2012. Coordinated regulation of accessory genetic elements produces cyclic di-nucleotides for V. cholerae virulence. Cell. 149(2):358-70.)
3. Gao P. et al., 2013. Cyclic [G(2',5')pA(3',5')p] is the metazoan second messenger produced by DNA-activated cyclic GMP-AMP synthase. Cell. 153(5):1094-107.
4. Diner E. et al., 2013. The Innate Immune DNA Sensor cGAS Produces a Noncanonical Cyclic Dinucleotide that Activates Human STING. Cell Rep. 3(5):1355-61.
5. Burdette D. et al., 2011. STING is a direct innate immune sensor of cyclic di-GMP. Nature. 478(7370):515-8.

IRF INDUCTION (Lucia luciferase reporter)
IRF INDUCTION (Lucia luciferase reporter)

THP1-Dual™ cells were stimulated for 24 hours with the STING ligands as shown (all at 10 μg/ml). IRF induction was determined by measuring the relative light units (RLUs) in a luminometer using QUANTI‑Luc™, a Lucia luciferase detection reagent.


THP1-Dual™ cells were stimulated for 24 hours with the STING ligands as shown (all at 10 μg/ml). NF‑kB induction was determined using QUANTI‑Blue™, a SEAP detection reagent, and by reading the optical density (OD) at 655 nm. Non-induced cells (NI) have been included as a negative control.

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Specifications

Description: STING agonist.

Synonym: Cyclic [G(3’,5’)pA(3’,5’)p], cyclic GMP-AMP; c-GpAp sodium salt.

CAS number: 849214-04-6.

Formula: C20H22N10O13P2 .2Na.

Molecular weight: 718.38.

Purity: ≥ 95% by LC/MS.

Solubility: 50 mg/ml in water.

Quality control:

  • The biological activity is assessed by measuring induction of the interferon pathway in THP1-Blue™ ISG cells.
  • The absence of endotoxins and other bacterial contaminants has been confirmed using HEK-Blue™ TLR4 and HEK-Blue™ TLR2 cells.

Catalog code: tlrl-nacga

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Contents

  • 500 µg or 1 mg (2 x 500 µg) lyophilized 3’3’-cGAMP (formerly called cGAMP)
  • 1.5 ml endotoxin-free water

Product is shipped at room temperature

Product should be stored at -20°C. Product is sterile filtered prior to lyophilization.

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Citations

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