c-di-AMP diammonium
Based on 18 publication(s) in Google Scholar
c-di-AMP diammonium is a STING agonist, which binds to the transmembrane protein STING thereby activating the TBK3-IRF3 signaling pathway, subsequently triggering the production of type I IFN and TNF. c-di-AMP diammonium is also a bacterial second messenger, which regulates cell growth, survival, and virulence, primarily within Gram-positive bacteria, and also regulates host immune response. c-di-AMP diammonium acts as a potent mucosal adjuvant stimulating both humoral and cellular responses.
For research use only. We do not sell to patients.
- Purity: 99.01%
- Formula: C20H30N12O12P2
- Molecular Weight:692.47
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Storage:
-20°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Purity & Documentation
- References
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Help & FAQs
Publications Citing Use of MedChemExpress (MCE) c-di-AMP diammonium
More- Nature. 2025 Nov;647(8091):997-1004. [Abstract]
- Science. 2026 May 7;392(6798):eadx1893. [Abstract]
- Cell. 2026 Mar 19;189(6):1748-1767.e26. [Abstract]
- Exploration. 2025 Dec 18;5(6):20240396. [Abstract]
- ACS Nano. 2026 Jan 20;20(2):1928-1944. [Abstract]
- Sci Adv. 2025 Apr 4;11(14):eadt8165. [Abstract]
- Mol Ther. 2025 Jul 16:S1525-0016(25)00549-0. [Abstract]
- J Control Release. 2025 Nov 13:389:114410. [Abstract]
- Gut Microbes. 2022 Jan-Dec;14(1):2119055. [Abstract]
- J Exp Med. 2026 Feb 2;223(2):e20251051. [Abstract]
- Cell Death Dis. 2022 Jul 28;13(7):653. [Abstract]
- Neuropharmacology. 2026 Aug 15:294:110978. [Abstract]
- J Biol Chem. 2025 Dec 6;302(1):111021. [Abstract]
- Fish Shellfish Immunol. 2025 Aug 27:167:110691. [Abstract]
- Vet Res. 2026 Jan 9;57(1):29. [Abstract]
- Eur J Med Res. 2025 Dec 23;30(1):1250. [Abstract]
- University of Michigan. 2025.
- bioRxiv. 2025 Apr 1:2025.03.28.646030. [Abstract]
Customer Validation & Images
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Cell Imaging/Staining
All Endogenous Metabolite Isoforms
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Biological Activity
STING[3]
c-di-AMP diammonium signaling is a central factor in many Gram-positive bacteria regulating cell wall synthesis, potassium ion channels, DNA repair, and biofilm formation. c-di-AMP is also essential for cell growth, survival, and virulence of several well-known human pathogenic bacteria including S. aureus, L. monocytogenes, S. pyogenes, and Mycobacterium spp[1].
c-di-AMP diammonium combines with model antigens, such as OVA or β-Gal, acts as a potent mucosal adjuvant stimulating both humoral and cellular responses[4].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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Appearance Solid
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Molecular Weight 692.47
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Formula C20H30N12O12P2
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Color White to off-white
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SMILES
O[C@H]([C@@](OP(O)(OC[C@](O[C@@H](N1C2=NC=NC(N)=C2N=C1)[C@@H]3O)([H])[C@@]3([H])O4)=O)([H])[C@](COP4(O)=O)([H])O5)[C@@H]5N6C7=NC=NC(N)=C7N=C6.N.N
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Synonyms
Cyclic diadenylate diammonium; Cyclic-di-AMP diammonium
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
-20°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
Publications (18)
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Journal Impact Factor
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Most Recent
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Nature
2025 Nov;647(8091):997-1004. PMID: 41034576 -
Science
2026 May 7;392(6798):eadx1893. PMID: 42096576 -
Cell
2026 Mar 19;189(6):1748-1767.e26. PMID: 41643675 -
Exploration
A Bioorthogonal and Programmable Bacterial Delivery System for Spatiotemporally Targeted Therapy of Solid Tumors. [Abstract]2025 Dec 18;5(6):20240396. PMID: 41476656 -
ACS Nano
NIR-II Multimodal Phototheranostics Synergized with Antigen-Specific Vaccines for Boosted Cancer Photoimmunotherapy. [Abstract]2026 Jan 20;20(2):1928-1944. PMID: 41481522 -
Sci Adv
Structural dynamics-guided engineering of a riboswitch RNA for evolving c-di-AMP synthases. [Abstract]2025 Apr 4;11(14):eadt8165. PMID: 40173223 -
Mol Ther
Neo-antigen tumor vaccination depends on CD4-licensing conveyed by adeno-associated virus like particles. [Abstract]2025 Jul 16:S1525-0016(25)00549-0. PMID: 40671675 -
J Control Release
Controlled delivery of STING agonist and manganese ion in injectable PLGA implants for enhanced cancer immunotherapy. [Abstract]2025 Nov 13:389:114410. PMID: 41241014 -
Gut Microbes
Gut microbiota modulate radiotherapy-associated antitumor immune responses against hepatocellular carcinoma Via STING signaling. [Abstract]2022 Jan-Dec;14(1):2119055. PMID: 36093568 -
J Exp Med
ERAdP facilitates biogenesis of dense core vesicles in Paneth cells to enhance intestinal defense. [Abstract]2026 Feb 2;223(2):e20251051. PMID: 41474967 -
Cell Death Dis
The interaction between STING and NCOA4 exacerbates lethal sepsis by orchestrating ferroptosis and inflammatory responses in macrophages. [Abstract]2022 Jul 28;13(7):653. PMID: 35902564
c-di-AMP diammonium purchased from MedChemExpress. Usage Cited in: Cell Death Dis. 2022 Jul 28;13(7):653. [Abstract]
FerroOrange (1 μM) staining for intracellular Fe2+ in RAW264.7 cells treated with indicated STING agonists (c-di-AMP disodium: CDA; ) in the presence or absence of Bafilomycin A1 (Baf A1, 50 nM) or Chloroquine (CQ, 10 μM) for 16 h.
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Neuropharmacology
Sevoflurane-induced neurotoxicity in neonatal mice is driven by microglial ferroptosis via MSTRG.7388-dependent NCOA4/STING axis. [Abstract]2026 Aug 15:294:110978. PMID: 42009246 -
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 -
Fish Shellfish Immunol
Role of LuxS/AI-2 quorum sensing in Staphylococcus aureus biofilm formation, intestinal damage and pathogenesis in loach (Misgurnus anguillicaudatus). [Abstract]2025 Aug 27:167:110691. PMID: 40882710 -
Vet Res
The c-di-AMP binding protein NadD from Mesomycoplasma ovipneumoniae functions as a phosphodiesterase that inhibits host inflammatory responses. [Abstract]2026 Jan 9;57(1):29. PMID: 41514330 -
Eur J Med Res
Pirenzepine exhibits anti-prostate cancer activity and enhances checkpoint inhibitor-based immunotherapy by targeting STING. [Abstract]2025 Dec 23;30(1):1250. PMID: 41430631 -
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bioRxiv
2025 Apr 1:2025.03.28.646030. PMID: 40196485
Solvent & Solubility
DMSO : < 1 mg/mL (insoluble or slightly soluble)
Purity & Documentation
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Data Sheet (276 KB)
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SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
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Handling Instructions (2659 KB)
References
[1]. Fahmi T, et al. c-di-AMP: An Essential Molecule in the Signaling Pathways that Regulate the Viability and Virulenceof Gram-Positive Bacteria. Genes (Basel). 2017 Aug 7;8(8). [Content Brief]
[2]. Ning H, et al. Recombinant BCG With Bacterial Signaling Molecule Cyclic di-AMP as Endogenous AdjuvantInduces Elevated Immune Responses After Mycobacterium tuberculosis Infection. Front Immunol. 2019 Jul 3;10:1519. [Content Brief]
[3]. Ebensen T, et al. The Combination Vaccine Adjuvant System Alum/c-di-AMP Results in Quantitative and QualitativeEnhanced Immune Responses Post Immunization. Front Cell Infect Microbiol. 2019 Feb 19;9:31. [Content Brief]
[4]. Sanchez MV, et al. Intranasal delivery of influenza rNP adjuvanted with c-di-AMP induces strong humoral and cellularimmune responses and provides protection against virus challenge. PLoS One. 2014 Aug 20;9(8):e104824. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
c-di-AMP diammonium Related Classifications
HY-12326B Related Classifications
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