c-di-AMP disodium
Based on 17 publication(s) in Google Scholar
c-di-AMP (Cyclic diadenylate) sodium 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 sodium 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 sodium acts as a potent mucosal adjuvant stimulating both humoral and cellular responses.
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- Reinheit: 99.14%
- CAS. Nr.: 2734909-87-4
- Formel: C20H22N10Na2O12P2
- Molecular Weight:702.38
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Speicherung:
-80°C, protect from light, stored under nitrogen
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Biologische Aktivität
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Chemical Information
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Lösungsmittel & Löslichkeit
- Reinheit & Dokumentation
- Verweise
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Help & FAQs
Publications Citing Use of MedChemExpress (MCE) c-di-AMP disodium
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]
- 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
Alle Endogenous Metabolite Isoform-spezifische Produkte anzeigen
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Biologische Aktivität
STING[3]
c-di-AMP (Cyclic diadenylate) sodium 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 sodium 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 sodium 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. Nr. 2734909-87-4
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Appearance Solid
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Molecular Weight 702.38
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Formel C20H22N10Na2O12P2
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Color White to off-white
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SMILES
O[C@H]([C@@](OP(OC[C@](O[C@@H](N1C2=NC=NC(N)=C2N=C1)[C@@H]3O)([H])[C@@]3([H])O4)(O[Na])=O)([H])[C@](COP4(O[Na])=O)([H])O5)[C@@H]5N6C7=NC=NC(N)=C7N=C6
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Synonyms
Cyclic diadenylate disodium; Cyclic-di-AMP disodium
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Structure Classification
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Initial Source
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Versand
Shipping with dry ice.
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Speicherung
-80°C, protect from light, stored under nitrogen
Publications (17)
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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 disodium 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 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
Lösungsmittel & Löslichkeit
DMSO : 270 mg/mL (384.41 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
H2O : ≥ 50 mg/mL (71.19 mM)
* "≥" means soluble, but saturation unknown.
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 (protect from light, stored under nitrogen). When stored at -80°C, please use it within 6 months.
* 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 (protect from light, stored under nitrogen). When stored at -80°C, please use it within 6 months.
* 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.
Konzentration (Stammlösung) × Volumen (Stammlösung) = Konzentration (Ziellösung) × Volumen (Ziellösung)
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 6.75 mg/mL (9.61 mM); Clear solution
This protocol yields a clear solution of ≥ 6.75 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (67.5 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 6.75 mg/mL (9.61 mM); Clear solution
This protocol yields a clear solution of ≥ 6.75 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (67.5 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Working solution concentration: 0.22 mg/mL
This product has good water solubility, please refer to the measured solubility data in water/PBS/Saline for details.
Reinheit & Dokumentation
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Data Sheet (277 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
Verweise
[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 (protect from light, stored under nitrogen). When stored at -80°C, please use it within 6 months.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| H2O / DMSO | 1 mM | 1.4237 mL | 7.1187 mL | 14.2373 mL | 35.5933 mL |
| 5 mM | 0.2847 mL | 1.4237 mL | 2.8475 mL | 7.1187 mL | |
| 10 mM | 0.1424 mL | 0.7119 mL | 1.4237 mL | 3.5593 mL | |
| 15 mM | 0.0949 mL | 0.4746 mL | 0.9492 mL | 2.3729 mL | |
| 20 mM | 0.0712 mL | 0.3559 mL | 0.7119 mL | 1.7797 mL | |
| 25 mM | 0.0569 mL | 0.2847 mL | 0.5695 mL | 1.4237 mL | |
| 30 mM | 0.0475 mL | 0.2373 mL | 0.4746 mL | 1.1864 mL | |
| 40 mM | 0.0356 mL | 0.1780 mL | 0.3559 mL | 0.8898 mL | |
| 50 mM | 0.0285 mL | 0.1424 mL | 0.2847 mL | 0.7119 mL | |
| 60 mM | 0.0237 mL | 0.1186 mL | 0.2373 mL | 0.5932 mL | |
| DMSO | 80 mM | 0.0178 mL | 0.0890 mL | 0.1780 mL | 0.4449 mL |
| 100 mM | 0.0142 mL | 0.0712 mL | 0.1424 mL | 0.3559 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.
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