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Cat. No.: HY-137709

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2'2'-cGAMP

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2'2'-cGAMP, a synthetic CDN, binds STING in the immune response, inducing IFN-β. 2'2'-cGAMP binds weaker binding to STING than 2'3'-cGAMP (HY-100564) but stronger than other CDNs.

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CAS No.: 1465774-27-9
Formule: C₂₀H₂₄N₁₀O₁₃P₂
Masse moléculaire:674.41

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Data Sheet (272 KB)

2'2'-cGAMP Chemical Structure

CAS No.: 1465774-27-9

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Activité biologique
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- Cellular Effect
Chemical Information
Publications (1)
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Activité biologique

Description

2'2'-cGAMP, a synthetic CDN, binds STING in the immune response, inducing IFN-β. 2'2'-cGAMP binds weaker binding to STING than 2'3'-cGAMP (HY-100564) but stronger than other CDNs^[1].

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Cellular Effect

Cell Line	Type	Value	Description	References
H69AR	EC₅₀	2.63 μM Compound: 2',2'-cGAMP	Activation of wild-type human STING expressed in human THP1-Dual cells co-expressing IRF3-activated ISRE assessed as IRF3 reporter activation measured after 7 hrs by luciferase reporter gene assay Activation of wild-type human STING expressed in human THP1-Dual cells co-expressing IRF3-activated ISRE assessed as IRF3 reporter activation measured after 7 hrs by luciferase reporter gene assay	[PMID: 34019405]
H69AR	EC₅₀	28.47 μM Compound: 2',2'-cGAMP	Activation of wild-type human STING expressed in digitonin treated human THP1-Dual cells co-expressing IRF3-activated ISRE assessed as IRF3 reporter activation measured after 30 mins by luciferase reporter gene assay Activation of wild-type human STING expressed in digitonin treated human THP1-Dual cells co-expressing IRF3-activated ISRE assessed as IRF3 reporter activation measured after 30 mins by luciferase reporter gene assay	[PMID: 34019405]
PBMC	EC₅₀	11.46 μM Compound: 2',2'-cGAMP	Induction of INF-gamma production in healthy human PBMC incubated for 16 hrs Induction of INF-gamma production in healthy human PBMC incubated for 16 hrs	[PMID: 34019405]
PBMC	EC₅₀	11.75 μM Compound: 2'2'-cGAMP	Induction of IFNgamma secretion in human PBMC incubated for 16 hrs Induction of IFNgamma secretion in human PBMC incubated for 16 hrs	[PMID: 36201304]
PBMC	EC₅₀	17.3 μM Compound: 2',2'-cGAMP	Induction of INF-alpha production in healthy human PBMC incubated for 16 hrs Induction of INF-alpha production in healthy human PBMC incubated for 16 hrs	[PMID: 34019405]
PBMC	EC₅₀	44.54 μM Compound: 2'2'-cGAMP	Induction of TNFalpha secretion in human PBMC incubated for 16 hrs Induction of TNFalpha secretion in human PBMC incubated for 16 hrs	[PMID: 36201304]
PBMC	EC₅₀	7.21 μM Compound: 2'2'-cGAMP	Induction of IFNalpha secretion in human PBMC incubated for 16 hrs Induction of IFNalpha secretion in human PBMC incubated for 16 hrs	[PMID: 36201304]
PBMC	EC₅₀	72.63 μM Compound: 2',2'-cGAMP	Induction of TNF-alpha production in healthy human PBMC incubated for 16 hrs Induction of TNF-alpha production in healthy human PBMC incubated for 16 hrs	[PMID: 34019405]

Chemical Information

CAS No. 1465774-27-9
Masse moléculaire 674.41
Formule C₂₀H₂₄N₁₀O₁₃P₂
SMILES

O[C@H]1[C@](O[P](O)(OC[C@@]([C@H]2O)([H])O[C@](N3C4=NC=NC(N)=C4N=C3)([H])[C@]2([H])O5)=O)([H])[C@](O[C@]1([H])CO[P]5(O)=O)([H])N6C(NC(N)=NC7=O)=C7N=C6
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Room temperature in continental US; may vary elsewhere.
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Please store the product under the recommended conditions in the Certificate of Analysis.

Publications (1)

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J Biol Chem

Dynamic control of bacterial antiphage defense through the CdnG-Cap5 cyclic oligonucleotide-based antiphage pathway in Vibrio cholerae. [Abstract]

2025 Dec 6;302(1):111021. PMID: 41360261

Pureté et documentation

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Pureté: 99.98%

Assay: 99.98%

ee.: 99.98%

Fiche technique (272 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Instruction de manipulation (2659 KB)

Références

[1]. Zhang X, et al. Cyclic GMP-AMP containing mixed phosphodiester linkages is an endogenous high-affinity ligand for STING. Mol Cell. 2013;51(2):226-235. [Content Brief]

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How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Keywords

2'2'-cGAMP

1 Cited Publications

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Publications (1)
Pureté et documentation
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2'2'-cGAMP

Publications Citing Use of MedChemExpress (MCE) 2'2'-cGAMP

Voir tous les produits spécifiques à Isoform Endogenous Metabolite

Activité biologique

Chemical Information

Publications (1)

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Références

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2'2'-cGAMP Related Classifications

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