c-di-AMP
Based on 19 publication(s) in Google Scholar
c-di-AMP (Cyclic diadenylate) 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 (Cyclic diadenylate) 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 (Cyclic diadenylate) acts as a potent mucosal adjuvant stimulating both humoral and cellular responses.
For research use only. We do not sell to patients.
- CAS No.: 54447-84-6
- Formula: C20H24N10O12P2
- Molecular Weight:658.41
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Storage:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
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
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]
- Gut Microbes. 2022 Jan-Dec;14(1):2119055. [Abstract]
- Sci Adv. 2025 Apr 4;11(14):eadt8165. [Abstract]
- J Control Release. 2025 Nov 13:389:114410. [Abstract]
- Cell Death Dis. 2022 Jul 28;13(7):653. [Abstract]
- J Exp Med. 2026 Feb 2;223(2):e20251051. [Abstract]
- Mol Ther. 2025 Jul 16:S1525-0016(25)00549-0. [Abstract]
- Adv Healthc Mater. 2026 Jun 20:e05300. [Abstract]
- Eur J Med Res. 2025 Dec 23;30(1):1250. [Abstract]
- Neuropharmacology. 2026 Aug 15:294:110978. [Abstract]
- Fish Shellfish Immunol. 2025 Aug 27:167:110691. [Abstract]
- J Biol Chem. 2025 Dec 6;302(1):111021. [Abstract]
- Vet Res. 2026 Jan 9;57(1):29. [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 (Cyclic diadenylate) 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 (Cyclic diadenylate) 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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CAS No. 54447-84-6
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Appearance Solid
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Molecular Weight 658.41
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Formula C20H24N10O12P2
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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
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Synonyms
Cyclic diadenylate; Cyclic-di-AMP
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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
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Publications (19)
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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 -
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 -
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 -
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 -
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 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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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 -
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 -
Adv Healthc Mater
Lyophilizable Thermostable Nano-Aluminum Adjuvant and Combinations Induced Robust Antigen-Specific Humoral and Cellular Immunity in Mice. [Abstract]2026 Jun 20:e05300. PMID: 42322157 -
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 -
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 -
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 -
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 -
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 -
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bioRxiv
2025 Apr 1:2025.03.28.646030. PMID: 40196485
Solvent & Solubility
H2O : 3.33 mg/mL (5.06 mM; Need ultrasonic)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
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]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| H2O | 1 mM | 1.5188 mL | 7.5941 mL | 15.1881 mL | 37.9703 mL |
| 5 mM | 0.3038 mL | 1.5188 mL | 3.0376 mL | 7.5941 mL |
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
c-di-AMP Related Classifications
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