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C-di-AMP

CAT: 0804-HY-12326-01Size: 500 µgDry Ice: NoHazardous: No
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CAT#:0804-HY-12326-01Size:500 µg
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Description
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[1][2][3][4].
CAS Number
54447-84-6
Product Name Alternative
Cyclic diadenylate; Cyclic-di-AMP
UNSPSC
12352005
Hazard Statement
H302-H315-H319
Target
Bacterial; Endogenous Metabolite; STING
Type
Reference compound
Related Pathways
Anti-infection; Immunology/Inflammation; Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/c-di-AMP.html
Purity
99.29
Solubility
H2O : 3.33 mg/mL (ultrasonic)
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
Molecular Formula
C20H24N10O12P2
Molecular Weight
658.41
Precautions
P264-P270-P280-P302+P352-P305+P351+P338-P330-P362+P364-P501
References & Citations
[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) .|[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.|[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.|[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.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Citation 01
Gut Microbes. 2022 Jan-Dec;14 (1) :2119055.|Mol Ther. 2025 Jul 16:S1525-0016 (25) 00549-0.|bioRxiv. 2025 Apr 1:2025.03.28.646030.|Cell Death Dis. 2022 Jul 28;13 (7) :653.|J Control Release. 2025 Nov 13:389:114410.|Nature. 2025 Nov;647 (8091) :997-1004.|Sci Adv. 2025 Apr 4;11 (14) :eadt8165.|University of Michigan. 2025.|Fish Shellfish Immunol. 2025 Aug 27:167:110691.